Succinic anhydride → Methyl 3-(aminosulfonyl)-4-chloro-5-(2,5-dioxo-1-pyrrolidinyl)benzoate

HRID 839054Notes

Reaction equation

HRID 839054 reaction equation
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([S:10](=[O:13])(=[O:12])[NH2:11])[C:7]([Cl:14])=[C:6]([NH2:15])[CH:5]=1.[C:17]1(=O)[O:22][C:20](=[O:21])[CH2:19][CH2:18]1>CO>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([S:10](=[O:13])(=[O:12])[NH2:11])[C:7]([Cl:14])=[C:6]([N:15]2[C:20](=[O:21])[CH2:19][CH2:18][C:17]2=[O:22])[CH:5]=1

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 54437081HCID 54437081, compound

Product 1

HCID 12498325Methyl 3-(aminosulfonyl)-4-chloro-5-(2,5-dioxo-1-pyrrolidinyl)benzoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

25.4 g of 4-chloro-3-amino-5-sulphamyl-benzoic acid methyl ester, m.p. 195°-196° C, are thoroughly mixed with 25 g of succinic acid anhydride and melted for 6 hours at 180° C. The melt is allowed to cool slowly and CH3OH is added carefully. The product crystallizes. A small amount of water added completes the crystallisation.

Workup

  1. temperatureto cool slowly
  2. customThe product crystallizes
  3. customA small amount of water added completes the crystallisation

Sources & evidence

ORD record
ord-27c818fcd15343d2ae1d82e54eba3986
Source dataset
uspto-grants-1978_06
Patent number
US04093735

Reaction notes

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