JPS56125363A - Preparation of thiol compound - Google Patents

Preparation of thiol compound

Info

Publication number
JPS56125363A
JPS56125363A JP2943080A JP2943080A JPS56125363A JP S56125363 A JPS56125363 A JP S56125363A JP 2943080 A JP2943080 A JP 2943080A JP 2943080 A JP2943080 A JP 2943080A JP S56125363 A JPS56125363 A JP S56125363A
Authority
JP
Japan
Prior art keywords
formula
compound
salt
hydrogen sulfide
thiol compound
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.)
Granted
Application number
JP2943080A
Other languages
Japanese (ja)
Other versions
JPS6130655B2 (en
Inventor
Takehisa Ohashi
Masami Shimazaki
Kazunori Suga
Kiyoshi Watanabe
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.)
Kanegafuchi Chemical Industry Co Ltd
Original Assignee
Kanegafuchi Chemical Industry Co Ltd
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 Kanegafuchi Chemical Industry Co Ltd filed Critical Kanegafuchi Chemical Industry Co Ltd
Priority to JP2943080A priority Critical patent/JPS56125363A/en
Priority to GB8038469A priority patent/GB2065643B/en
Priority to DE19803046271 priority patent/DE3046271A1/en
Priority to US06/214,780 priority patent/US4371699A/en
Priority to FR8026234A priority patent/FR2471975B1/en
Priority to IT50342/80A priority patent/IT1188971B/en
Priority to ES497665A priority patent/ES8200863A1/en
Priority to NL8006768A priority patent/NL192264C/en
Priority to IE2603/80A priority patent/IE50548B1/en
Publication of JPS56125363A publication Critical patent/JPS56125363A/en
Publication of JPS6130655B2 publication Critical patent/JPS6130655B2/ja
Granted legal-status Critical Current

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Landscapes

  • Thiazole And Isothizaole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pyrrole Compounds (AREA)
  • Peptides Or Proteins (AREA)

Abstract

PURPOSE: To prepare a thiol compound having antihypertensive activity, in high yield and purity, by reacting an N-haloalkanoylamino acid with a thiolating reagent comprising a salt of hydrogen sulfide and ammonia or an organic base.
CONSTITUTION: A thiol compound of formula II [n is 1W3; R1 is H or CH3; Y is O, S, SO, SO2, etc.; R2 is OH or group of formula III (both R3 and R4 are H, or R3 is H and R4 is amino acid residue)] e.g. N-(3-mercapto-2-D-methylpropanoyl)- L-proline which is an antihypertensive agent, is prepared by reacting a compound of formula I (X is halogen) or its salt with a salt of hydrogen sulfide and ammonia or an organic base, in an aqueous solution, pref. in the presence of a reduction agent, in an inert gas atmosphere at 30W100°C. It is essential for the suppression of by-products to select the molar ratio of the hydrogen sulfide salt to the compound of formula I to 2W20, and the concentration of the compound of formula I to about 0.01W5M.
COPYRIGHT: (C)1981,JPO&Japio
JP2943080A 1979-12-13 1980-03-08 Preparation of thiol compound Granted JPS56125363A (en)

Priority Applications (9)

Application Number Priority Date Filing Date Title
JP2943080A JPS56125363A (en) 1980-03-08 1980-03-08 Preparation of thiol compound
GB8038469A GB2065643B (en) 1979-12-13 1980-12-01 Optically active n-mercaptoalkanoylamino acids
DE19803046271 DE3046271A1 (en) 1979-12-13 1980-12-09 METHOD FOR PRODUCING OPTICALLY ACTIVE N-MERCAPTOALKANOYLAMINO ACIDS
US06/214,780 US4371699A (en) 1979-12-13 1980-12-09 Process for preparation of optically active N-mercaptoalkanoylamino acids
FR8026234A FR2471975B1 (en) 1979-12-13 1980-12-10 PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE N-MERCAPTOALCANOYLAMINOACIDS
IT50342/80A IT1188971B (en) 1979-12-13 1980-12-11 PROCEDURE FOR PREPARING OPTICALLY ACTIVE N-MERCAPTOALCANOYL-AMINO ACIDS
ES497665A ES8200863A1 (en) 1979-12-13 1980-12-12 Process for preparation of optically active N-mercaptoalkanoylamino acids
NL8006768A NL192264C (en) 1979-12-13 1980-12-12 Process for preparing optically active N-mercaptoalkanoylamino acids.
IE2603/80A IE50548B1 (en) 1979-12-13 1980-12-12 Process for preparation of optically active n-mercaptoalkanoylamino acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2943080A JPS56125363A (en) 1980-03-08 1980-03-08 Preparation of thiol compound

Publications (2)

Publication Number Publication Date
JPS56125363A true JPS56125363A (en) 1981-10-01
JPS6130655B2 JPS6130655B2 (en) 1986-07-15

Family

ID=12275917

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2943080A Granted JPS56125363A (en) 1979-12-13 1980-03-08 Preparation of thiol compound

Country Status (1)

Country Link
JP (1) JPS56125363A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0310880Y2 (en) * 1987-09-25 1991-03-18

Also Published As

Publication number Publication date
JPS6130655B2 (en) 1986-07-15

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