Ammonium Hydroxide → HCID 12805576, compound

HRID 1252814Notes

Reaction equation

HRID 1252814 reaction equation
C([S:9][CH2:10][CH2:11][C:12]([NH:14][C:15]([CH3:20])([CH3:19])[C:16]([OH:18])=[O:17])=[O:13])(=O)C1C=CC=CC=1.[OH-].[NH4+]>O>[SH:9][CH2:10][CH2:11][C:12]([NH:14][C:15]([CH3:20])([CH3:19])[C:16]([OH:18])=[O:17])=[O:13]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 12805575HCID 12805575, compound

Product 1

HCID 12805576HCID 12805576, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.8 g of the product of Step (a) is treated with a mixture of 20 ml water and 20 ml of concentrated ammonium hydroxide solution under an argon blanket for one hour. The benzamide precipitate is filtered and the filtrate is extracted twice with ethyl acetate. The aqueous phase is concentrated in vacuo, acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer is dried and concentrated to dryness in vacuo and the residual product 2-[(3-mercaptopropanoyl)amino]-2-methylpropanoic acid, is crystallized from acetonitrile, yield 1.2 g, m.p. 169°-170°.

Workup

  1. filtrationThe benzamide precipitate is filtered
  2. extractionthe filtrate is extracted twice with ethyl acetate
  3. concentrationThe aqueous phase is concentrated in vacuo
  4. extractionextracted with ethyl acetate
  5. customThe organic layer is dried
  6. concentrationconcentrated to dryness in vacuo
  7. customthe residual product 2-[(3-mercaptopropanoyl)amino]-2-methylpropanoic acid, is crystallized from acetonitrile, yield 1.2 g, m.p. 169°-170°

Sources & evidence

ORD record
ord-cec84400f1c34dc487c3c01b5a9cf0fe
Source dataset
uspto-grants-1988_05
Patent number
US04745124

Reaction notes

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