Riluzole → HCID 67922423, compound

HRID 1085123Notes

Reaction equation

HRID 1085123 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([O:11][C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:7][C:5]=2[N:6]=1.[Cl:16][CH2:17][CH2:18][S:19][CH2:20][CH2:21][CH3:22]>C(C(C)=O)C>[ClH:16].[NH:1]=[C:2]1[N:6]([CH2:17][CH2:18][S:19][CH2:20][CH2:21][CH3:22])[C:5]2[CH:7]=[CH:8][C:9]([O:11][C:12]([F:15])([F:13])[F:14])=[CH:10][C:4]=2[S:3]1

Participants

4

Reactant 2

HCID 5070RiluzoleHCID 2462032-Chloroethyl n-propyl sulfide

Product 1

HCID 67922423HCID 67922423, compoundYield 38.8%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 2-amino-6-trifluoromethoxybenzothiazole (9.4 g) and 1-chloro-2-propylthioethane (6.1 g) in methyl ethyl ketone (30 cc) is heated for 72 hours to boiling. The precipitate formed is filtered off, washed with methyl ethyl ketone (2×20 cc) and recrystallized in 2-propanol (30 cc). 2-Imino-3-(2-propylthioethyl)-6-trifluoromethoxybenzothiazoline hydrochloride (5.8 g), m.p. 187° C., is obtained.

Workup

  1. temperatureis heated for 72 hours
  2. customThe precipitate formed
  3. filtrationis filtered off
  4. washwashed with methyl ethyl ketone (2×20 cc)
  5. customrecrystallized in 2-propanol (30 cc)

Sources & evidence

ORD record
ord-3a7084c509b647a09bb6f18b5234fec2
Source dataset
uspto-grants-1991_04
Patent number
US05008280

Reaction notes

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