5-Benzimidazolecarboxylic acid → HCID 178524242, compound

HRID 2121352Notes

Reaction equation

HRID 2121352 reaction equation
[NH2:1][C:2]1[C:11]([NH2:12])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[N:13]1[C:17]2[CH:18]=[CH:19][C:20]([C:22](O)=O)=[CH:21][C:16]=2[NH:15][CH:14]=1>>[N:13]1[C:17]2[CH:18]=[CH:19][C:20]([C:22]3[NH:1][C:2]4[C:3]([C:4]([OH:6])=[O:5])=[CH:8][CH:9]=[CH:10][C:11]=4[N:12]=3)=[CH:21][C:16]=2[NH:15][CH:14]=1

Participants

3

Reactant 2

HCID 4594565-Benzimidazolecarboxylic acidHCID 5718252,3-Diaminobenzoic acid methyl ester

Product 1

HCID 178524242HCID 178524242, compoundYield 80.9%

Conditions

Temperature
200 °C

Procedure

2 g (12 mmol) of methyl 2,3-diaminobenzoate and 2 g (12 mmol) of benzimidazole-5-carboxylic acid were successively introduced into 70 ml of polyphosphoric acid preheated to 90° C. The mixture was then heated at 200° C. for 1 hour. The reaction mixture was subsequently cooled to 50 to 60° C. and poured cautiously into ice-water. The resulting precipitate was filtered off with suction and dried. 2.7 g of the product were obtained.

Workup

  1. custompreheated to 90° C
  2. temperatureThe reaction mixture was subsequently cooled to 50 to 60° C.
  3. filtrationThe resulting precipitate was filtered off with suction
  4. customdried

Sources & evidence

ORD record
ord-27e34a2af48b45b89c171f3e774dd214
Source dataset
uspto-grants-2004_02
Patent number
US06696437B1

Reaction notes

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