Benzoyl chloride → HCID 178522172, compound

HRID 555907Notes

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].[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[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]([NH:7][C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:8]=1

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 178507674HCID 178507674, compound

Product 1

HCID 178522172HCID 178522172, compoundYield 60%

Procedure

The title compound was prepared essentially according to the method of Example 4, but using 5-chloro-2-(1H-tetrazol-5-yl)aniline (3.6 mmol) and benzoyl chloride to yield the desired product (647 mg, 60% yield). 1H NMR (400 MHz, DMSO-d6) δ 11.80 (s, 1H), 8.75 (d, 1H), 8.08-8.05 (m, 3H), 7.69-7.62 (m, 3H), 7.49 (dd, 1H); MS (EI) for C14H10ClN5O: m/z 300 (M+H).

Workup

customThe title compound was prepared essentially

Sources & evidence

ORD record: ord-abd20f10848c47ed956b588d2287e235
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08053454B2

Reaction notes

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