Phenylacetic Acid → HCID 836265, compound

HRID 842114Notes

Reaction equation

HRID 842114 reaction equation
[C:1]1([CH2:7][C:8]([OH:10])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[OH:23][C:24]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][C:25]=1[NH2:26]>ClCCl>[C:1]1([CH2:7][C:8]([NH:26][C:25]2[CH:27]=[C:28]([Cl:31])[CH:29]=[CH:30][C:24]=2[OH:23])=[O:10])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 999Phenylacetic AcidHCID 72652-Amino-4-chlorophenolHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 836265HCID 836265, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Phenylacetic acid (20 g, 0.15 mol) in dichloromethane (120 ml) was treated with 1,1′-carbonyl diimidazole (25 g, 0.15 mol). After 1 hour, a solution of 2-hydroxy-5-chloroaniline in dichloromethane was added. The mixture was stirred overnight and processed in the usual manner to give 31.2 g of the title compound as a crystalline solid.

Sources & evidence

ORD record
ord-34fcf0e3520e4cacb32cf5b9d31883ad
Source dataset
uspto-grants-2002_04
Patent number
US06372770B1

Reaction notes

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