Phosgene → 2,4-Dichloro-6-fluoro-7-isocyanato-benzothiazole
Reaction equation
[C:1](Cl)(Cl)=[O:2].Cl.[NH2:6][C:7]1[C:15]2[S:14][C:13]([Cl:16])=[N:12][C:11]=2[C:10]([Cl:17])=[CH:9][C:8]=1[F:18]>C1(C)C=CC=CC=1>[Cl:16][C:13]1[S:14][C:15]2[C:7]([N:6]=[C:1]=[O:2])=[C:8]([F:18])[CH:9]=[C:10]([Cl:17])[C:11]=2[N:12]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
31 ml of a 20% solution of phosgene in toluene was added, dropwise, at room temperature to a suspension of 5.1 g 7-amino-2,4-dichloro-6-fluorobenzothiazole hydrochloride in 30 ml abs. toluene. The mixture was heated for 8 hours at 100° C. and the toluene removed in vacuo. The residue was triturated with hexane. Yield: 4.8 g=90% of theory m.p.: 95°-98° C.
Workup
- customthe toluene removed in vacuo
- customThe residue was triturated with hexane
Sources & evidence
- ORD record
- ord-e739d67c01fe4b5eb4a17ed5cea33c13
- Source dataset
- uspto-grants-1995_06
- Patent number
- US05424443
Reaction notes
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