Sulfuric Acid → Benzenamine, 2-[(1H-benzimidazol-2-ylthio)methyl]-

HRID 1071530Notes

Reaction equation

HRID 1071530 reaction equation
[SH:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[NH2:11][C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH2:14]O.S(=O)(=O)(O)O.O.C1(N)C=CC=CC=1.C1(N)C=CC=CC=1>C(O)(=O)C>[NH:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[S:1][CH2:14][C:13]1[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=1[NH2:11]

Participants

6

Reactant 4

HCID 1118Sulfuric Acid2×HCID 214392-Aminobenzyl alcohol2×HCID 69793239HCID 69793239, compoundHCID 178527775HCID 178527775, compound

Product 1

HCID 11054238Benzenamine, 2-[(1H-benzimidazol-2-ylthio)methyl]-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 9.0 g (60 mmole) of 2-mercaptobenzimidazole and 4.9 g (40 mmole) of 2-aminobenzyl alcohol were heated at 84° C. in a mixture of 45 ml of glacial acetic acid and 12.0 g (120 mmole) of sulfuric acid. After two hours an additional 1 g (8 mmole) of 2-aminobenzyl alcohol and 1 g of sulfuric acid were added. After one hour the reaction mixture was cooled and poured into cold benzenamine hemihydrate.

Workup

  1. temperatureAfter one hour the reaction mixture was cooled

Sources & evidence

ORD record
ord-063e73f08b79453a9efc53dbf18adaa2
Source dataset
uspto-grants-2005_06
Patent number
US06906078B2

Reaction notes

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