Thionyl Chloride → HCID 13077478, compound

HRID 1729696Notes

Reaction equation

HRID 1729696 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][CH2:7][CH2:8][NH:9][C:10]1[N:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:13]2[CH:21]=[CH:22][CH:23]=[CH:24][C:12]=2[N:11]=1>C(Cl)(Cl)Cl>[Cl:3][CH2:6][CH2:7][CH2:8][NH:9][C:10]1[N:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:13]2[CH:21]=[CH:22][CH:23]=[CH:24][C:12]=2[N:11]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 215003243-[(1-Phenyl-1H-benzimidazol-2-yl)amino]propan-1-ol

Product 1

HCID 13077478HCID 13077478, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Thionyl chloride (10 ml.) was added dropwise to a stirred solution of 2-(3-hydroxypropylamino)-1-phenylbenzimidazole (11.0 g.) in dry chloroform (100 ml.) and the solution heated under reflux for 2 hours. On dilution with ether the title compound crystallised as its hydrochloride (13.06 g., m.p. 176° to 179° C). Found: C, 59.65, H, 5.3, N, 12.95%. C16H16ClN3.HCl requires: C, 59.65, H, 5.3, N, 13.05%.

Workup

  1. temperaturethe solution heated
  2. temperatureunder reflux for 2 hours
  3. customOn dilution with ether the title compound crystallised as its hydrochloride (13.06 g., m.p. 176° to 179° C)

Sources & evidence

ORD record
ord-87d0e6a5f2a14a8d8f69380166e3bd19
Source dataset
uspto-grants-1976_11
Patent number
US03989709

Reaction notes

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