Gamma-Aminobutyric Acid → HCID 777180, compound

HRID 858357Notes

Reaction equation

HRID 858357 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[O:10][C:8](=O)[C:7]2=[CH:13][CH:14]=1)([O-:3])=[O:2].[NH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20]>>[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[N:15]([CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[C:8](=[O:10])[C:7]2=[CH:13][CH:14]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 119Gamma-Aminobutyric AcidHCID 2309764-Nitrophthalic acid anhydride

Product 1

HCID 777180HCID 777180, compoundYield 98%

Procedure

4-nitrophthalic anhydride (0.25 g, 0.0013 mol) and 4-aminobutyric acid (0.134 g, 0.0013 mol) were refluxed as above overnight. The clear solution was purified as per 120 to yield 0.35 g (98%) 142 as very pale yellow powder: mp=176–178° C.; Rf 0.82 (A): Rf 0.83 (B): Rf 0.71 (D): IR (cm−1): 3000–3300 (OH), 3122 (C═CH), 1775 (C═O), 1707 (bs, C═O), 1617 (C═C), 1545 (N═O), 1446 (C═C), 1399 (C—O), 1349 (N═O), 1167 (C—O), 722 (C—CH); MS m/z (rel intensity) 291 (100), 191 (8).

Workup

  1. customThe clear solution was purified as per 120

Sources & evidence

ORD record
ord-40a0d52d4bf54f73a9a140aecf23ab95
Source dataset
uspto-grants-2006_12
Patent number
US07148352B2

Reaction notes

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