Cyanogen Bromide → HCID 66940552, compound

HRID 1910232Notes

Reaction equation

HRID 1910232 reaction equation
[NH2:1][C:2]1[C:10]([NH2:11])=[C:9]([O:12][CH3:13])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].COC(C1C2N=C(N)[NH:23][C:22]=2C=CC=1)=O.BrC#N>CO>[NH2:23][C:22]1[NH:11][C:10]2[C:9]([O:12][CH3:13])=[CH:8][CH:7]=[C:3]([C:4]([OH:6])=[O:5])[C:2]=2[N:1]=1

Participants

5

Reactant 3

HCID 10476Cyanogen BromideHCID 13792245106976-20-9HCID 24730367methyl 2-amino-1H-benzo[d]imidazole-4-carboxylate

Product 1

HCID 66940552HCID 66940552, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.9 g (4.9 mmol) of 2,3-diamino-4-methoxy-benzoic acid was subjected to a similar cyclization condition as illustrated in intermediate A by using 2.6 g (24.5 mmol) of BrCN in methanol to produce 2-amino-7-methoxy-1H-benzoimidazole-4-carboxylic acid. LCMS: 208 (M+1)+.

Sources & evidence

ORD record
ord-cd4d3c0be5334f76b5f11993ba2670b9
Source dataset
uspto-grants-2013_12
Patent number
US08598353B2

Reaction notes

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