Hydrochloric Acid → 1-(2-Mercaptomethyl-3-mercaptopropanoyl)-L-proline

HRID 1762522Notes

Reaction equation

HRID 1762522 reaction equation
C([S:4][CH2:5][CH:6]([CH2:17][S:18]C(=O)C)[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8])(=O)C.Cl>O.N>[SH:4][CH2:5][CH:6]([CH2:17][SH:18])[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13145535(2-Acetylthiomethyl-3-(acetylthio)propanoyl]-L-proline

Product 1

HCID 131455371-(2-Mercaptomethyl-3-mercaptopropanoyl)-L-proline

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 962WaterSolvent

Procedure

N-[(2-Acetylthiomethyl-3-(acetylthio)propanoyl]-L-proline (1.2 g.) is dissolved in a mixture of water (12 ml.) and concentrated ammonia (12 ml.) under an atmosphere of argon. After twenty minutes, the mixture is acidified with concentrated hydrochloric acid. The crystalline precipitate N-(2-mercaptomethyl-3-mercaptopropanoyl)-L-proline is filtered and dried, yield 0.63 g., m.p. 138°-140°.

Workup

  1. waitAfter twenty minutes
  2. filtrationThe crystalline precipitate N-(2-mercaptomethyl-3-mercaptopropanoyl)-L-proline is filtered
  3. customdried

Sources & evidence

ORD record
ord-7351a602320047aab4d4b52127ed68c4
Source dataset
uspto-grants-1989_05
Patent number
US04833152

Reaction notes

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