Hydrochloric Acid → beta-Carbaryl

HRID 839448

Reaction equation

HRID 839448 reaction equation
C1(OC(=O)NC)C2C(=CC=CC=2)C=CC=1.[CH3:16][NH:17][C:18](Cl)=[O:19].C1(O)C2C(=CC=CC=2)C=CC=1.[CH:32]1[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH:35]=[CH:34][C:33]=1[OH:42].C(Cl)(Cl)=O.Cl>C1(C(C)C)C=CC=CC=1>[CH:32]1[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH:35]=[CH:34][C:33]=1[O:42][C:18](=[O:19])[NH:17][CH3:16]

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 6129CarbarylHCID 6371PhosgeneHCID 70051-Naphthol3×HCID 86632-Naphthol2×HCID 80931Methylcarbamoyl chloride2×

Product 1

HCID 77710beta-Carbaryl

Reagents, catalysts & solvents 1

HCID 7406CumeneSolvent3×

Procedure

A process for the manufacture of α-naphthyl-N-methylcarbamate by the reaction of methylcarbamyl chloride and α-naphthol containing β-naphthol as an impurity, which comprises reacting methylcarbamyl chloride, which is essentially free from phosgene and hydrogen chloride, in the absence of an acid-binding agent, with α-naphthol containing β-naphthol as an impurity at a temperature in the range of 60° to 130° C in, as solvent, cumene, the starting concentration of said naphthol in the cumene being in the range of 20 to 40% by weight, based on the cumene, and cooling the reaction mixture to precipitate the α-naphthyl-N-methylcarbamate as a pure crystalline solid, the β-naphthyl-N-methylcarbamate formed in the reaction remaining in solution in the cumene when the reaction mixture is cooled.

Workup

  1. temperaturecooling the reaction mixture
  2. customto precipitate the α-naphthyl-N-methylcarbamate as a pure crystalline solid

Sources & evidence

ORD record
ord-e72885e99d7640ed9e4782a98750c396
Source dataset
uspto-grants-1978_06
Patent number
US04095034

Linked notes

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