2-Aminophenol → HCID 9325053, compound

HRID 842121Notes

Reaction equation

HRID 842121 reaction equation
C(N1C=CN=C1)(N1C=CN=C1)=O.ClCCl.[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][C:24]([OH:26])=O.[OH:27][C:28]1[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=1[NH2:30]>O>[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][C:24]([NH:30][C:29]1[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=1[OH:27])=[O:26]

Participants

6

Reactant 4

HCID 58012-AminophenolHCID 6344DichloromethaneHCID 17124o-Chlorophenylacetic acidHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 9325053HCID 9325053, compoundYield 95.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 1,1′-carbonyl diimidazole (12.45 g, 0.077 mol) and dichloromethane (50 ml) was added 2-chlorophenylacetic acid (12.5 g, 0.073 mol) in portions. The mixture was stirred for 1 h and 2-hydroxyaniline (7.99 g, 0.073 mol) was added in one portion. After stirring overnight, the reaction mixture was diluted with water and filtered to give the title compound (18.3 g after drying).

Workup

  1. stirringAfter stirring overnight
  2. filtrationfiltered

Sources & evidence

ORD record
ord-698d62c25c784ff59dcaf6fdfbd1f534
Source dataset
uspto-grants-2002_04
Patent number
US06372770B1

Reaction notes

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