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

HRID 1252827Notes

Reaction equation

HRID 1252827 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, yielding 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
  4. customyielding 0.63 g, m.p. 138°-140°

Sources & evidence

ORD record
ord-49dede41a75240a5ac2251b2e333dbeb
Source dataset
uspto-grants-1988_05
Patent number
US04745124

Reaction notes

Loading…