2,6-Dichlorobenzoyl isocyanate → HCID 13826996, compound
Reaction equation
[CH3:1][C:2]1[C:3]([O:10][C:11]2[C:17]([Cl:18])=[CH:16][C:14]([NH2:15])=[CH:13][C:12]=2[Cl:19])=[N:4][CH:5]=[C:6]([C:8]#[N:9])[CH:7]=1.[Cl:20][C:21]1[CH:31]=[CH:30][CH:29]=[C:28]([Cl:32])[C:22]=1[C:23]([N:25]=[C:26]=[O:27])=[O:24]>C1(C)C=CC=CC=1>[CH3:1][C:2]1[C:3]([O:10][C:11]2[C:12]([Cl:19])=[CH:13][C:14]([NH:15][C:26]([NH:25][C:23](=[O:24])[C:22]3[C:28]([Cl:32])=[CH:29][CH:30]=[CH:31][C:21]=3[Cl:20])=[O:27])=[CH:16][C:17]=2[Cl:18])=[N:4][CH:5]=[C:6]([C:8]#[N:9])[CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a 100 mL flask equipped with magnetic stirrer, condenser, under nitrogen atmosphere was added 4-(3-methyl-5-cyano-2-pyridinoxy)-3,5-dichloroaniline (1.7 g, 5.78 mmol) and toluene (15 mL). The resulting mixture was heated up to 90° to form a solution. A solution of 2,6-dichlorobenzoylisocyanate (2.0 g, 9.25 mmol) in 2 mL of toluene was added to the above solution. The resulting mixture was heated at 90° for 1.5 hours and then cooled. The cold reaction mixture was filtered and the solid was washed with cold toluene. The solid was vacuum dried to afford an orange solid (2.1 g, 4.11 mmol). m.p. 245°-246°
Workup
- customTo a 100 mL flask equipped with magnetic stirrer, condenser, under nitrogen atmosphere
- temperatureThe resulting mixture was heated up to 90°
- customto form a solution
- temperatureThe resulting mixture was heated at 90° for 1.5 hours
- temperaturecooled
- customThe cold reaction mixture
- filtrationwas filtered
- washthe solid was washed with cold toluene
- customdried
Sources & evidence
- ORD record
- ord-3501ba0ade1a4df29b43300be485a7c1
- Source dataset
- uspto-grants-1987_04
- Patent number
- US04659724
Reaction notes
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