3,6-Dichlorophthalic anhydride → HCID 19775546, compound

HRID 1613249Notes

Reaction equation

HRID 1613249 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)=[C:5]([CH2:7][CH2:8][CH3:9])[N:6]=1.[Cl:18][C:19]1[CH:29]=[CH:28][C:27]([Cl:30])=[C:21]2[C:22]([O:24][C:25](=[O:26])[C:20]=12)=[O:23]>>[NH2:1][C:2]1[S:3][C:4]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([NH:17][C:22]([C:21]3[C:27]([Cl:30])=[CH:28][CH:29]=[C:19]([Cl:18])[C:20]=3[C:25]([OH:26])=[O:24])=[O:23])=[CH:15][CH:16]=2)=[C:5]([CH2:7][CH2:8][CH3:9])[N:6]=1

Participants

3

Reactant 2

HCID 782183,6-Dichlorophthalic anhydrideHCID 19775551HCID 19775551, compound

Product 1

HCID 19775546HCID 19775546, compoundYield 61.9%

Procedure

1.9 g of 2-amino-5-(4-aminobenzyl)-4-propylthiazole (7.65 mmol) and 1.7 g of 3,6-dichlorophthalic anhydride are reacted under the conditions of Example 26. The reaction mixture is stirred for one day at room temperature. After concentration, a beige solid is obtained which is triturated in ether to give 2.2 g of 2-[4-(2-amino-4-propylthiazol-5-ylmethyl)phenylaminocarbonyl]-3,6-dichlorobenzoic acid in the form of a beige powder melting at 153° C.

Workup

  1. concentrationAfter concentration
  2. customa beige solid is obtained which
  3. customis triturated in ether

Sources & evidence

ORD record
ord-cfed1a3527964e6a956110a45eacd9d2
Source dataset
uspto-grants-1993_03
Patent number
US05192781

Reaction notes

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