4-Chlorobenzenesulfenylchloride → HCID 131712906, compound

HRID 1902808Notes

Reaction equation

HRID 1902808 reaction equation
[S:1]([CH2:4][S:5][C:6]1[S:7][C:8](=[CH2:13])[C:9]([CH3:12])([CH3:11])[N:10]=1)[C:2]#[N:3].[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]Cl)=[CH:17][CH:16]=1>ClCCl>[S:1]([CH2:4][S:5][C:6]1[S:7][C:8](=[CH:13][S:21][C:18]2[CH:19]=[CH:20][C:15]([Cl:14])=[CH:16][CH:17]=2)[C:9]([CH3:11])([CH3:12])[N:10]=1)[C:2]#[N:3]

Participants

4

Reactant 2

HCID 110844654-ChlorobenzenesulfenylchlorideHCID 13066428HCID 13066428, compound

Product 1

HCID 131712906HCID 131712906, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Thiocyanomethylthio-4,4-dimethyl-5-methylenethiazoline, 4.0 gm (prepared in a manner consistent with Examples 1 and 2) was added to 100 ml of dichloromethane. 3.11 gm of 4-chlorophenylthiochloride was added to the system. The system was stirred at room temperature for 48 hours. The product precipitated from solution. The product was filtered and air-dried to give 4.7 gm of the 2-thiocyanomethylthio-4,4-dimethyl-5-(4-chlorophenylthio)methylenethiazoline as an off-white solid, m.p. 122°-131° C. Listed as compound number 1 in Table I.

Workup

  1. customThe product precipitated from solution
  2. filtrationThe product was filtered
  3. customair-dried

Sources & evidence

ORD record
ord-ea97bc8d012d4b56a8d73340f5db1075
Source dataset
uspto-grants-1982_12
Patent number
US04365989

Reaction notes

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