3-(Dimethylamino)-1-propanol → N,N1-Dimethyl-S-(3-dimethylaminopropyl)isothiourea

HRID 1395641Notes

Reaction equation

HRID 1395641 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5]O.[CH3:8][N:9]([CH3:13])[C:10]([NH2:12])=[S:11]>Br>[CH3:8][N:9]([CH3:13])[C:10](=[NH:12])[S:11][CH2:5][CH2:4][CH2:3][N:2]([CH3:7])[CH3:1]

Participants

4

Reactant 2

HCID 766463-(Dimethylamino)-1-propanolHCID 30341921,1-Dimethyl-2-thiourea

Product 1

HCID 86120174N,N1-Dimethyl-S-(3-dimethylaminopropyl)isothiourea

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A mixture of 3-dimethylaminopropanol (10.3 g), N,N1 -dimethylthiourea (10.4 g) and aqueous hydrobromic acid (48%, 60 ml) was boiled under reflux for 18 hours and evaporated to dryness. The residue was recrystallised from ethanol to give the dihydrobromide of the title compound m.p. 173°-174°. (Found: C, 27.4; H, 6.0; N, 12.0; S, 9.1; Br, 45.3; C8H19N3S.2HBr, requires: C, 27.4; H, 6.0; N, 12.0; S, 9.1; Br. 45.5%.)

Workup

  1. temperatureunder reflux for 18 hours
  2. customevaporated to dryness
  3. customThe residue was recrystallised from ethanol

Sources & evidence

ORD record
ord-1982acbd9db74e0fa923103cf4d6498a
Source dataset
uspto-grants-1980_05
Patent number
US04205071

Reaction notes

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