HCID 896334, compound → HCID 21449927, compound

HRID 596570Notes

Reaction equation

HRID 596570 reaction equation
[N:1]1[CH:6]=CC=[CH:3][C:2]=1[C:7]([NH:9][C:10]1[NH:11][C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[N:14]=1)=[O:8].N1C=CC=C(C(NC2NC3C=CC=CC=3N=2)=O)C=1.N1C=CC(C(NC2NC3C=CC=CC=3N=2)=O)=CC=1.[S:55]1C=CC=C1C(NC1NC2C=CC=CC=2N=1)=O.C(NNC1NC2C=CC=CC=2N=1)(=O)C1C=CC=NC=1>>[S:55]1[CH:3]=[C:2]([C:7]([NH:9][C:10]2[NH:11][C:12]3[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=3[N:14]=2)=[O:8])[N:1]=[CH:6]1

Participants

6

Reactant 5

HCID 896334HCID 896334, compoundHCID 1088934HCID 1088934, compoundHCID 3532018HCID 3532018, compoundHCID 21449941HCID 21449941, compoundHCID 21449944HCID 21449944, compound

Product 1

HCID 21449927HCID 21449927, compound

Procedure

Substitution of an equivalent amount of other heterocyclic acid chlorides, e.g., pyridine 2-, 3-, and 4-carboxylic acid chlorides; thenoyl 2- and 3-chlorides, coumariloyl chloride for thiazole-4-carboxylic acid chloride provides a convenient synthesis for: 2-(pyridine-2-carboxamido)benzimidazole, 2-(pyridine-3-carboxamido)benzimidazole, 2-(pyridine-4-carboxamido)benzimidazole, 2-(thiophene-2-carboxamido)benzimidazole, 2-(coumariloyl)aminobenzimidazole, m.p. 293°- 295° C. λmax. 327 mμ, E11%cm. 1024 and 2-nicotinamidoaminobenzimidazole, λmax. 319 mμ, E1cm.1% 429.

Sources & evidence

ORD record
ord-e384fae7ff89423cb98656fac17c3c3e
Source dataset
uspto-grants-1977_03
Patent number
US04011236

Reaction notes

Loading…