Hydrochloric Acid → 2-amino-N-(4-cyanophenyl)acetamide hydrochloride

HRID 1106489Notes

Reaction equation

HRID 1106489 reaction equation
[ClH:1].C(OC([NH:9][CH2:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]#[N:21])=[CH:16][CH:15]=1)=[O:12])=O)(C)(C)C>C(OCC)(=O)C>[ClH:1].[NH2:9][CH2:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]#[N:21])=[CH:16][CH:15]=1)=[O:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 187889442-(tert-butoxycarbonylamino)-N-(4-cyanophenyl)acetamide

Product 1

HCID 187889452-amino-N-(4-cyanophenyl)acetamide hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

An ethyl acetate solution (45.5 ml) of 4N hydrogen chloride solution was added to 10 g of 2-(tert-butoxycarbonylamino)-N-(4-cyanophenyl)acetamide in a closed vessel and the mixture was stirred for 18 hours. The crystals formed were collected by filtration, washed with ethyl acetate and then dried under a reduced pressure to give 7.7 g of 2-amino-N-(4-cyanophenyl)acetamide hydrochloride. Then, 58.8 ml of an aqueous saturated sodium hydrogencarbonate solution and 20 ml of water were added to 3.7 g of the hydrochloride thus obtained, and the mixture was stirred for 1 hour. The crystals thus formed were collected by filtration and dried under a reduced pressure to give 2.5 g of 2-amino-N-(4-cyanophenyl)acetamide.

Workup

  1. customThe crystals formed
  2. filtrationwere collected by filtration
  3. washwashed with ethyl acetate
  4. customdried under a reduced pressure

Sources & evidence

ORD record
ord-9ecb25cd250a457abcba721d2dc43d6c
Source dataset
uspto-grants-2000_05
Patent number
US06057324

Reaction notes

Loading…