(Dicyclopropylmethyl)amine → N-(2-Chloroethyl)-N'-(dicyclopropylmethyl)thiourea

HRID 867080Notes

Reaction equation

HRID 867080 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]=[C:5]=[S:6].[CH:7]1([CH:10]([NH2:14])[CH:11]2[CH2:13][CH2:12]2)[CH2:9][CH2:8]1>O1CCCC1>[CH:7]1([CH:10]([NH:14][C:5]([NH:4][CH2:3][CH2:2][Cl:1])=[S:6])[CH:11]2[CH2:13][CH2:12]2)[CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 83390(Dicyclopropylmethyl)amineHCID 1386612-Chloroethyl Isothiocyanate

Product 1

HCID 54444247N-(2-Chloroethyl)-N'-(dicyclopropylmethyl)thiourea

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

9.2 g of β-chloroethyl isothiocyanate dissolved in 20 ml tetrahydrofuran are added dropwise to a solution of 9 g of dicyclopropylmethylamine in 70 ml tetrahydrofuran. The reaction mixture is kept at a temperature of from 0° to +5° C. during the addition, then maintained at room temperature for 2 hours. The solvent is evaporated to dryness and the residue, consisting essentially of N-(1,1-dicyclopropylmethyl) N'-(β-chloroethyl) thiourea, is recovered and used without any further purification for the next step of the synthesis.

Workup

  1. additionThe reaction mixture is kept at a temperature of from 0° to +5° C. during the addition
  2. customThe solvent is evaporated to dryness
  3. customis recovered
  4. customused without any further purification for the next step of the synthesis

Sources & evidence

ORD record
ord-57c8f27a13e747fe90500f455dbce454
Source dataset
uspto-grants-1978_07
Patent number
US04102890

Reaction notes

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