2-Bromopropionitrile → HCID 11481334, compound

HRID 1991182Notes

Reaction equation

HRID 1991182 reaction equation
BrC(C)[C:3]#[N:4].C([NH+](CC)CC)C.[N+:13]([C:16]1[C:21]2[N:22]([CH2:25][C:26]([O-])=O)[CH:23]=[N:24][C:20]=2[CH:19]=[CH:18][CH:17]=1)([O-:15])=[O:14]>>[N+:13]([C:16]1[C:21]2[N:22]([CH:25]([CH3:26])[C:3]#[N:4])[CH:23]=[N:24][C:20]=2[CH:19]=[CH:18][CH:17]=1)([O-:15])=[O:14]

Participants

3

Reactant 2

HCID 1405382-BromopropionitrileHCID 131727843HCID 131727843, compound

Product 1

HCID 11481334HCID 11481334, compound

Procedure

The compound was synthesised from 4(7)-nitro-1H-benzimidazole (1.0 g, 6.1 mmol) and 2-bromopropanenitrile (0.58 mL, 6.5 mmol) according to the procedure described for the synthesis of (7-Nitro-1H-benzimidazol-1-yl)acetic acid triethylammonium salt, part A, in a is 0.14 g (11%) yield. MS (ESI) m/z: 217.16 [M+H]. 1H NMR (400 MHz, DMSO-D6) δ ppm 2.01 (d, J=7.0 Hz, 3H) 6.08 (q, J=7.1 Hz, 1H) 7.48 (t, J=8.1 Hz, 1H) 8.09 (m, 1H) 8.16 (dd, J=8.0, 1.0 Hz, 1H) 8.89 (s, 1H).

Workup

  1. customyield

Sources & evidence

ORD record
ord-9f22232c59df418a89f1681136dc4093
Source dataset
uspto-grants-2010_01
Patent number
US07645784B2

Reaction notes

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