4-Chlorobenzoyl chloride → HCID 178522174, compound

HRID 555912Notes

Reaction equation

HRID 555912 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]2[NH:13][N:12]=[N:11][N:10]=2)=[C:6]([CH:8]=1)[NH2:7].[Cl:14][C:15]1[CH:23]=[CH:22][C:18]([C:19](Cl)=[O:20])=[CH:17][CH:16]=1>>[Cl:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([NH:7][C:6]2[CH:8]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=2[C:9]2[NH:13][N:12]=[N:11][N:10]=2)=[O:20])=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 85014-Chlorobenzoyl chlorideHCID 178507674HCID 178507674, compound

Product 1

HCID 178522174HCID 178522174, compoundYield 37%

Procedure

The title compound was prepared essentially according to the method of Example 4, but using 5-Chloro-2-(1H-tetrazol-5-yl)aniline (1.0 mmol) and 4-chlorobenzoyl chloride to yield the desired product (126.3 mg, 37%). 1H NMR (400 MHz, d6-DMSO): δ 13.62 (s, 1H), 8.87 (s, 1H), 8.22 (m, 3H), 7.72 (s, 2H), 7.25 (s, 1H). MS (EI) for C14H9Cl2N5O: 334.165 (M+H).

Workup

  1. customThe title compound was prepared essentially

Sources & evidence

ORD record
ord-66b9130650b04b51b3496158ef4995a8
Source dataset
uspto-grants-2011_11
Patent number
US08053454B2

Reaction notes

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