Diisopropylethylamine → HCID 67242603, compound

HRID 339531Notes

Reaction equation

HRID 339531 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]3[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.[Cl:19][C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][C:21]=1[N+:29]([O-:31])=[O:30].CCN(C(C)C)C(C)C>C1COCC1>[Cl:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([C:8]3[S:9][C:10]4[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:11]=4[N:12]=3)=[CH:6][CH:7]=2)=[O:25])=[CH:22][C:21]=1[N+:29]([O-:31])=[O:30]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 1234774-Chloro-3-nitrobenzoyl chlorideHCID 3918704-(6-Methoxy-1,3-benzothiazol-2-yl)aniline

Product 1

HCID 67242603HCID 67242603, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared as described in the Amide Coupling section using 2-(4-aminophenyl)-6-methoxybenzothiazole (0.50 g, 1.95 mmol), 4-chloro-3-nitrobenzoyl chloride (0.43 g, 1.95 mmol) and Hunig's base (0.28 g, 2.15 mmol) in dry THF (20 ml) to give the title compound (0.83 g, 97%) as a yellow solid after work-up.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-66c80a3f76c644b7a3c420f997b8a213
Source dataset
uspto-grants-2014_11
Patent number
US08895313B2

Reaction notes

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