1-Bromohexane → (Hexylsulfanyl)methanimidamide hydrobromide

HRID 898117Notes

Reaction equation

HRID 898117 reaction equation
[NH2:1][C:2]([NH2:4])=[S:3].[Br:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]>C(O)C>[BrH:5].[CH2:6]([S:3][C:2](=[NH:4])[NH2:1])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 81011-BromohexaneHCID 2723790Thiourea

Product 1

HCID 12387367(Hexylsulfanyl)methanimidamide hydrobromideYield 91.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Thiourea (50 g, 657 mmol) and 1-bromohexane (119 mL, 723 mmol) were heated at reflux under nitrogen in ethanol (500 mL) for 20 h. Ethanol was evaporated, and the thick oil stirred in diethyl ether (500 mL). The product precipitated spontaneously. After filtration one obtained 144.5 g (91%) of white crystals, m.p. 75° C.

Workup

  1. customEthanol was evaporated
  2. customThe product precipitated spontaneously
  3. filtrationAfter filtration one

Sources & evidence

ORD record
ord-c55e161a12464967bf1197117ded590f
Source dataset
uspto-grants-2008_04
Patent number
US07351700B2

Reaction notes

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