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GB903953A - A process for the preparation of 3-(hydanto-5-yl-methyl)-indole - Google Patents

A process for the preparation of 3-(hydanto-5-yl-methyl)-indole

Info

Publication number
GB903953A
GB903953A GB4009759A GB4009759A GB903953A GB 903953 A GB903953 A GB 903953A GB 4009759 A GB4009759 A GB 4009759A GB 4009759 A GB4009759 A GB 4009759A GB 903953 A GB903953 A GB 903953A
Authority
GB
United Kingdom
Prior art keywords
heating
carboxy
hydanto
indole
methyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB4009759A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ajinomoto Co Inc
Original Assignee
Ajinomoto Co Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ajinomoto Co Inc filed Critical Ajinomoto Co Inc
Publication of GB903953A publication Critical patent/GB903953A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Indole Compounds (AREA)

Abstract

3-(Hydanto-51-yl-methyl)-indole is prepared by heating b -(2-carboxy-indolyl-(3))-a -amino-propionic acid and urea in the presence of an alkali metal hydroxide or alkaline earth metal hydroxide to form b -(2-carboxy-indolyl-(3))-a -uraminopropionic acid, and heating this intermediate product with mineral acid, preferably in the presence of a C1-3 aliphatic alcohol. If desired the final product may be hydrolysed to tryptophan. 2 - Carboxy-3-(hydanto-51-yl-methyl)-indole, formed as by-product during the mineral acid treatment of the intermediate product, may be decarboxylated by heating to 290 DEG C. in liquid paraffin. Alternatively, the above byproduct may be converted into the intermediate compound by heating with 2 moles of aqueous caustic soda, or may be converted into starting material by heating with 6 moles of aqueous caustic soda. The b - (2-carboxy-indolyl-(3)-a -aminopropionic acid starting material is preferably prepared by the process of Specification 903,954.
GB4009759A 1958-12-18 1959-11-25 A process for the preparation of 3-(hydanto-5-yl-methyl)-indole Expired GB903953A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP3662058 1958-12-18
JP869559 1959-03-18

Publications (1)

Publication Number Publication Date
GB903953A true GB903953A (en) 1962-08-22

Family

ID=26343261

Family Applications (2)

Application Number Title Priority Date Filing Date
GB4009759A Expired GB903953A (en) 1958-12-18 1959-11-25 A process for the preparation of 3-(hydanto-5-yl-methyl)-indole
GB4162661A Expired GB903954A (en) 1958-12-18 1959-11-25 A process for producing ª--(2-carboxy-indolyl-(3))-ª--aminopropionic acid

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB4162661A Expired GB903954A (en) 1958-12-18 1959-11-25 A process for producing ª--(2-carboxy-indolyl-(3))-ª--aminopropionic acid

Country Status (3)

Country Link
CH (2) CH373383A (en)
DE (1) DE1261125B (en)
GB (2) GB903953A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8718980D0 (en) * 1987-08-11 1987-09-16 May & Baker Ltd Compositions of matter

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1181214A (en) * 1957-08-14 1959-06-12 Chimiotherapie Lab Franc New di-substituted indole base and its preparation process
US2893997A (en) * 1958-02-21 1959-07-07 Du Pont Synthesis of indolylmethyl-hydantoin

Also Published As

Publication number Publication date
CH367500A (en) 1963-02-28
DE1261125B (en) 1968-02-15
CH373383A (en) 1963-11-30
GB903954A (en) 1962-08-22

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