Isopropanol → HCID 178506585, compound

HRID 866860Notes

Reaction equation

HRID 866860 reaction equation
[IH:1].[CH:2]([NH:15][C:16](=[NH:19])SC)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:20]1([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.CC([OH:35])C>CC(O)(C)C>[OH2:35].[IH:1].[C:3]1([CH:2]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH:15][C:16]([N:29]2[CH2:30][CH2:31][N:26]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:27][CH2:28]2)=[NH:19])[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1.[C:3]1([CH:2]([NH:15][C:16]([N:29]2[CH2:30][CH2:31][N:26]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:27][CH2:28]2)=[NH:19])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1.[IH:1]

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 70961-PhenylpiperazineHCID 178504030HCID 178504030, compound

Product 1

HCID 178506585HCID 178506585, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

A mixture of 6.38 g (0.017 mole) of N-benzhydryl-S-methylpseudothiourea monohydroiodide and 5.81 g (0.034 mole) of N-phenylpiperazine in t-BuOH is heated under reflux overnight. About 50 ml of moist 2-propanol is added and the mixture is then allowed to crystallize. The crude guanidine melts at 119°-120° C. Recrystallization from 1:2 MeOH/t-BuOH and then from 2-propanol gives pure N-diphenylmethyl-4-phenyl-1-piperazine-carboximidamide monohydroiodide hemihydrate; mp (113°-117°) 208°-210° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux overnight
  3. customto crystallize
  4. customRecrystallization from 1:2 MeOH/t-BuOH

Sources & evidence

ORD record
ord-8370907fcee44d4bb4d6d647b6e44e46
Source dataset
uspto-grants-1978_07
Patent number
US04101659

Reaction notes

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