Sodium Carbonate → 2-Amino-1H-benzimidazole-6-carboxylic acid

HRID 723637Notes

Reaction equation

HRID 723637 reaction equation
[N:1]#[C:2]Br.[NH2:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[NH2:14])[C:8]([O-:10])=[O:9].C([O-])([O-])=O.[Na+].[Na+]>O>[NH2:1][C:2]1[NH:4][C:5]2[CH:6]=[C:7]([C:8]([OH:10])=[O:9])[CH:11]=[CH:12][C:13]=2[N:14]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 10476Cyanogen BromideHCID 69287573,4-Diaminobenzoate

Product 1

HCID 133640612-Amino-1H-benzimidazole-6-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of cyanogen bromide (5M, 1.44 mL, 7.22 mmol) was slowly added to a suspension of 3,4-diaminobenzoate (1.0 g, 6.02 mmol) in water (10 mL). The mixture was stirred at room temperature for 24 hours. An aqueous solution of Na2CO3 (10%) was added slowly until the product had precipitated as a brown solid (890 mg).

Workup

  1. customhad precipitated as a brown solid (890 mg)

Sources & evidence

ORD record
ord-2e9c97d9fb2b4394ae828782ac5bdd72
Source dataset
uspto-grants-2006_11
Patent number
US07141574B2

Reaction notes

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