Sulfuric Acid → HCID 20309657, compound

HRID 437371Notes

Reaction equation

HRID 437371 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:20])[O:19][C:17](=[O:18])[CH2:16][CH2:15]1.S(=O)(=O)(O)O.[C:26]1(=[O:44])[N:30]([C:31]2[CH:32]=[C:33]([CH:37]=[C:38]([N+:40]([O-:42])=[O:41])[CH:39]=2)[C:34]([OH:36])=[O:35])[C:29](=[O:43])[CH2:28][CH2:27]1.[OH-].[Na+]>>[C:29]1(=[O:43])[N:30]([C:31]2[CH:32]=[C:33]([CH:37]=[C:38]([N+:40]([O-:42])=[O:41])[CH:39]=2)[C:34]([OH:36])=[O:35])[C:26](=[O:44])[CH2:27][CH2:28]1.[C:5]([C:4]1[CH:3]=[C:2]([CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=1)[NH:1][C:14](=[O:20])[CH2:15][CH2:16][C:17]([OH:19])=[O:18])([OH:7])=[O:6]

Participants

7

Reactant 5

HCID 1118Sulfuric AcidHCID 7922Succinic anhydrideHCID 14798Sodium HydroxideHCID 2393423-Amino-5-nitrobenzoic acidHCID 20309657HCID 20309657, compound

Product 2

HCID 20309657HCID 20309657, compoundHCID 20309701HCID 20309701, compound

Procedure

3-Succinimido-5-nitrobenzoic Acid [D; Y is CH2CH2, Z is OH] was prepared by heating 3-amino-5-nitrobenzoic acid with succinic anhydride in the presence of sulfuric acid. It had the m.p. 285°-290° C. when recrystallized from aqueous dimethylformamide. b. 3'-Carboxy-5'-nitrosuccinanilic Acid [F; Y is CH2CH2, Z is OH]was prepared by treating 3-succinimido-5-nitrobenzoic acid with warm dilute aqueous sodium hydroxide, and had the m.p. 220°-221° C.

Workup

  1. customrecrystallized from aqueous dimethylformamide

Sources & evidence

ORD record
ord-3fafe3d5b2fc4151aea854ae8a4e5467
Source dataset
uspto-grants-1977_06
Patent number
US04031088

Reaction notes

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