m-Anisoyl chloride → HCID 178490480, compound

HRID 555908Notes

Reaction equation

HRID 555908 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].[CH3:14][O:15][C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19](Cl)=[O:20]>>[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:19](=[O:20])[C:18]2[CH:22]=[CH:23][CH:24]=[C:16]([O:15][CH3:14])[CH:17]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 74374m-Anisoyl chlorideHCID 178507674HCID 178507674, compound

Product 1

HCID 178490480HCID 178490480, compoundYield 9%

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 3-methoxybenzoyl chloride to afford the desired product (29.1 mg, 9%). 1H NMR (400 MHz, d6-DMSO): δ 10.81 (s, 1H), 8.75 (s, 1H), 8.06 (s, 1H), 7.60 (m, 3H), 7.25 (s, 1H), 3.89 (s, 3H). MS (EI) for C15H12ClN5O2: 329.7 (M+H).

Workup

  1. customThe title compound was prepared essentially

Sources & evidence

ORD record
ord-3a018cc7b1c94cad8933619577ed699f
Source dataset
uspto-grants-2011_11
Patent number
US08053454B2

Reaction notes

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