Sulfuric Acid → HCID 20309632, compound

HRID 437373Notes

Reaction equation

HRID 437373 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[C:5]([OH:7])=[O:6].[C:14]1(=O)[O:20][C:18](=[O:19])[CH2:17][CH2:16][CH2:15]1.S(=O)(=O)(O)O>>[C:14]1(=[O:20])[N:1]([C:2]2[CH:3]=[C:4]([CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=2)[C:5]([OH:7])=[O:6])[C:18](=[O:19])[CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 7940Glutaric anhydrideHCID 2393423-Amino-5-nitrobenzoic acid

Product 1

HCID 20309632HCID 20309632, compound

Procedure

3-Glutarimido-5-nitrobenzoic Acid [D; Y is CH2CH2CH2, Z is OH] was prepared by heating a mixture of 18.2 g. of 3-amino-5-nitrobenzoic acid, 45.6 g. of glutaric anhydride and 0.5 ml. of concentrated sulfuric acid on a steam bath for two hours. The product was isolated and recrystallized from aqueous dimethylformamide to give 3-glutarimido-5-nitrobenzoic acid, pale yellow prisms, m.p. above 300° C.

Workup

  1. custom3-Glutarimido-5-nitrobenzoic Acid [D; Y is CH2CH2CH2, Z is OH] was prepared
  2. temperatureby heating
  3. additiona mixture of 18.2 g
  4. customThe product was isolated
  5. customrecrystallized from aqueous dimethylformamide

Sources & evidence

ORD record
ord-4e8264daf2cb44c9ac0fe6bd6e43dbbe
Source dataset
uspto-grants-1977_06
Patent number
US04031088

Reaction notes

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