Ammonium Hydroxide → 2-Chloro-4-quinolineacetamide

HRID 1352729Notes

Reaction equation

C[O:2][C:3](=O)[CH2:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[C:7]([Cl:15])[CH:6]=1.[NH4+:17].[OH-]>>[Cl:15][C:7]1[CH:6]=[C:5]([CH2:4][C:3]([NH2:17])=[O:2])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1

Participants

Reactant 2

HCID 14923Ammonium Hydroxide

HCID 15185779158265-19-12×

Product 1

HCID 187708752-Chloro-4-quinolineacetamide

Procedure

used as starting material may be prepared as follows: a) 2-(2-chloro-quinolin-4-yl)-acetic acid methyl ester may be prepared as disclosed in EP-A1-0 364 327 and Indian J. Chem. 1994, 33B, 747–751. b) 2-(2-chloro-quinolin-4-yl)-acetic acid methyl ester (100 mg, 0.42 mmol) is suspended in 28% NH4OH (2.0 mL). The mixture is stirred at RT overnight. The solvent is evaporated to afford 2-(2-chloro-quinolin-4-yl)-acetamide as a solid.

Workup

custommay be prepared
customThe solvent is evaporated

Sources & evidence

ORD record: ord-97098ce4c73c41b88aeb8e4d725e634a
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07220774B2

Reaction notes

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