2-Chloroethyl methyl sulfide → HCID 19985476, compound

HRID 974165Notes

Reaction equation

HRID 974165 reaction equation
[CH2:1]([NH:3][C:4]1[S:5][C:6]2[CH:12]=[C:11]([O:13][C:14]([F:17])([F:16])[F:15])[CH:10]=[CH:9][C:7]=2[N:8]=1)[CH3:2].[Cl:18][CH2:19][CH2:20][S:21][CH3:22]>C(C(C)=O)C>[ClH:18].[CH2:1]([N:3]=[C:4]1[N:8]([CH2:19][CH2:20][S:21][CH3:22])[C:7]2[CH:9]=[CH:10][C:11]([O:13][C:14]([F:16])([F:17])[F:15])=[CH:12][C:6]=2[S:5]1)[CH3:2]

Participants

4

Reactant 2

HCID 109652-Chloroethyl methyl sulfideHCID 10682882HCID 10682882, compound

Product 1

HCID 19985476HCID 19985476, compoundYield 7.1%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 2-ethylamino-6-trifluoromethoxybenzothiazole (7.45 g) and 1-chloro-2-methylthioethane (3.76 g) in methyl ethyl ketone (20 cc) is heated to boiling for 94 hours. After cooling to a temperature in the region of 20° C., the precipitate formed is filtered off and washed with methyl ethyl ketone (2×20 cc). After recrystallization in 2-propanol, 2-ethylimino-3-(2-methylthioethyl)-6-trifluoromethoxybenzothiazoline hydrochloride (0.75 g), m.p. 208° C., is obtained.

Workup

  1. temperatureis heated
  2. customthe precipitate formed
  3. filtrationis filtered off
  4. washwashed with methyl ethyl ketone (2×20 cc)
  5. customAfter recrystallization in 2-propanol

Sources & evidence

ORD record
ord-1d4b7224bcc647f19b3e5b77a04bc7e1
Source dataset
uspto-grants-1991_11
Patent number
US05068238

Reaction notes

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