Thiourea → SKF 91488 dihydrochloride

HRID 266872Notes

Reaction equation

HRID 266872 reaction equation
[ClH:1].[Cl:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]([CH3:9])[CH3:8].[NH2:10][C:11]([NH2:13])=[S:12]>C(O)C>[ClH:2].[ClH:1].[CH3:8][N:7]([CH3:9])[CH2:6][CH2:5][CH2:4][CH2:3][S:12][C:11](=[NH:10])[NH2:13]

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 19031551(4-Chlorobutyl)dimethylamine hydrochloride

Product 1

HCID 11957708SKF 91488 dihydrochlorideYield 84.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 1-chloro-4-(dimethylamino)-butane hydrochloride (115 g), thiourea (51.9 g) and ethanol (500 ml) was heated under reflux for 24 hours then allowed to stand at 4° C. for 24 hours. The resulting solid was collected by filtration, washed with ether, and dried in vacuo at ambient temperature for 24 hours to give S-[4-(dimethylamino)butyl]isothiourea dihydrochloride as an off-white solid (140 g), m.p. 179°-182° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with ether
  5. customdried in vacuo at ambient temperature for 24 hours

Sources & evidence

ORD record
ord-d9af7b8f004b473ca776ff809fda7fc3
Source dataset
uspto-grants-1997_07
Patent number
US05652271

Reaction notes

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