Benzoyl chloride → HCID 178463785, compound

HRID 1518045Notes

Reaction equation

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

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 178463784HCID 178463784, compound

Product 1

HCID 178463785HCID 178463785, compoundYield 74%

Procedure

5-Amino-6-diethylamino-2-(cyclohexyl)-1H-benzo[d]-imidazole (27 mg, 0.1 mmol) was reacted with benzoyl chloride (11 mg, 0.1 mmol) in the same manner as that described above to give the desired product (27 mg, 74% yield) as white powder: 1H-NMR (300 MHz, CDCl3) δ 0.98 (t, 6H, J=7.2 Hz), 1.16 (m, 3H), 1.57-1.70 (m, 5H), 1.98 (m, 2H), 2.87 (m, 1H), 3.03 (q, 4H, J=7.2 Hz), 7.57 (m, 3H), 7.57 (s, 1H), 8.00 (dd, 2H, J=1.8, 8.4 Hz), 8.96 (s, 1H); ESI MS m/z 391.0 [M+H]+.

Sources & evidence

ORD record: ord-cca596293d7a429cad3869111bbe3365
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08232410B2

Reaction notes

Loading…