Potassium Carbonate → Diclofenac

HRID 648087Notes

Reaction equation

HRID 648087 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH2:4].C(=O)([O-])[O-].[K+].[K+].Br[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][C:24]([O-:26])=[O:25].[K+].ClC1C=CC=CC=1CC([O-])=O.[K+]>CS(C)=O>[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH:4][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][C:24]([OH:26])=[O:25]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 118462,6-DichloroanilineHCID 23666463HCID 23666463, compoundHCID 23715416HCID 23715416, compound

Product 1

HCID 3033Diclofenac

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The same procedure as in Example 1 given in Japanese Pat. No. 374/1980 was employed using 3.10 g of 2,6-dichloroaniline, 0.10 g of cuprous bromide, 2.80 g of potassium carbonate and 10 ml of dimethyl sulfoxide except that potassium o-bromophenylacetate was replaced with 4.17 g of potassium o-chlorophenylacetate. o-(2,6-Dichloroanilino)phenylacetic acid was not obtained at all.

Sources & evidence

ORD record
ord-a312f77bdebf4db4b750b44d12a73245
Source dataset
uspto-grants-1983_10
Patent number
US04410724

Reaction notes

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