Trimellitic anhydride → HCID 21884612, compound

HRID 722583Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][C:15]=3[N:16]=2)[C:5]([NH:8][CH2:9][CH2:10][CH3:11])=[CH:6][CH:7]=1.[CH:25]1[C:30]([C:31]([OH:33])=[O:32])=[CH:29][C:28]2[C:34]([O:36][C:37](=O)[C:27]=2[CH:26]=1)=[O:35]>>[F:22][C:21]([F:24])([F:23])[C:18]1[CH:19]=[CH:20][C:14]2[O:13][C:12]([C:4]3[CH:3]=[C:2]([N:1]4[C:34](=[O:35])[C:28]5[C:27](=[CH:26][CH:25]=[C:30]([C:31]([OH:33])=[O:32])[CH:29]=5)[C:37]4=[O:36])[CH:7]=[CH:6][C:5]=3[NH:8][CH2:9][CH2:10][CH3:11])=[N:16][C:15]=2[CH:17]=1

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884455HCID 21884455, compound

Product 1

HCID 21884612HCID 21884612, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-6-propylaminophenyl)-5-trifluoromethylbenzoxazole (113 mg, 0.4 mmol) and 1,2,4-benzenetricarboxylic anhydride (96 mg, 0.5 mmol) the title compound was obtained (120 mg, 59%). 1H NMR (DMSO) δ 8.41(m, 2H), 8.30(s, 1H), 8.23(s, 1H), 8.12(d, 1H), 8.07(d, 1H), 7.97(d, 1H), 7.77(d, 1H), 7.49(dd, 1H), 7.04(d, 1H), 3.34(m, 2H) 1.75(m, 2H), 1.06(t, 3H). MS 507.7 m/z (M−H)−.

Sources & evidence

ORD record: ord-b0469e88064440258e5394bd9e55411a
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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