Thionyl Chloride → HCID 53648443, compound

HRID 1870236Notes

Reaction equation

HRID 1870236 reaction equation
O[CH2:2][C:3]1[C:8]([CH3:9])=[CH:7][CH:6]=[CH:5][C:4]=1[NH:10][C:11](=[O:18])[O:12][CH2:13][C:14]([O:16][CH3:17])=[O:15].S(Cl)([Cl:21])=O>ClCCl>[Cl:21][CH2:2][C:3]1[C:8]([CH3:9])=[CH:7][CH:6]=[CH:5][C:4]=1[NH:10][C:11](=[O:18])[O:12][CH2:13][C:14]([O:16][CH3:17])=[O:15]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 53838198HCID 53838198, compound

Product 1

HCID 53648443HCID 53648443, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methoxycarbonylmethyl (2-hydroxymethyl-3-methylphenyl)carbamate (6.8 g) is introduced in dichloromethane (60 ml) and treated dropwise with thionyl chloride (3.4 ml). The mixture is then stirred at RT for a further 1 h. The solvent is then distilled off and the residue is treated 2 times with dichloromethane (50 ml each) and the mixture is in each case concentrated again on a rotary evaporator. 7 g (96%) of the title compound of m.p. 114-116° C. are obtained.

Workup

  1. distillationThe solvent is then distilled off
  2. additionthe residue is treated 2 times with dichloromethane (50 ml each)
  3. concentrationconcentrated again on a rotary evaporator

Sources & evidence

ORD record
ord-3ae36674ec114c9e9de83eef4b6771b9
Source dataset
uspto-grants-2000_08
Patent number
US06096758

Reaction notes

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