Hydrochloric Acid → 2-Amino-N-(2-chloro-1H-pyrrol-1-yl)acetamide Hydrochloride

HRID 1080460Notes

Reaction equation

HRID 1080460 reaction equation
CC([N:5]([CH2:9][C:10]([NH:12][N:13]1[CH:17]=[CH:16][CH:15]=[C:14]1[Cl:18])=[O:11])C(=O)[O-])(C)C.Cl>CCOC(C)=O.CCOCC>[ClH:18].[NH2:5][CH2:9][C:10]([NH:12][N:13]1[CH:17]=[CH:16][CH:15]=[C:14]1[Cl:18])=[O:11]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86747440HCID 86747440, compound

Product 1

HCID 199731532-Amino-N-(2-chloro-1H-pyrrol-1-yl)acetamide HydrochlorideYield 62.8%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of 1,1-dimethylethyl-[2-(2-chloro-1H-pyrrol-1-ylamino)-2-oxoethyl]carbamate (3.1 g) in EtOAc (20 ml) and ether (20 ml) was added ethereal HCl (excess) at room temperature. The reaction mixture was allowed to stir for 19 hours at which time the precipitated product was faltered and washed with EtOAc. Recrystallization from ethanol/ether afforded 0.75 g of the product as a solid, m.p. 220° C. (dec.).

Workup

  1. washwashed with EtOAc
  2. customRecrystallization from ethanol/ether

Sources & evidence

ORD record
ord-8451e48d78774c418461a2b95ddb0b7e
Source dataset
uspto-grants-1996_12
Patent number
US05580987

Reaction notes

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