Sulfuric Acid → 1H-Benzimidazole-2-pentanamine

HRID 1282719Notes

Reaction equation

HRID 1282719 reaction equation
[C:1]1(=O)[NH:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:9]1([NH2:16])[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH2:15].S(=O)(=O)(O)O>>[NH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]1[NH:15][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:16]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 7243O-PhenylenediamineHCID 7768Caprolactam

Product 1

HCID 1623871H-Benzimidazole-2-pentanamine

Procedure

339.5 g (3 mols) of caprolactam, 430 g (4 mols) of o-phenylene diamine and 30 g of 50 % by weight sulphuric acid are reacted in the same way as described in Example 3, giving 510 g (83.7 % of the theoretical) of 2-(5'-aminopentyl)-benzimidazole with a boiling point at 0.1 Torr of 210° to 220°C, and a melting point of 101°C.

Sources & evidence

ORD record
ord-46c2d518cf1746d3a7099dceb92cd94e
Source dataset
uspto-grants-1976_08
Patent number
US03972890

Reaction notes

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