Thiophosgene → 5-Chloro-2-morpholinophenyl isothiocyanate
Reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.[C:15](Cl)(Cl)=[S:16]>O1CCOCC1.O>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([N:9]2[CH2:10][CH2:11][O:12][CH2:13][CH2:14]2)=[C:2]([N:1]=[C:15]=[S:16])[CH:7]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Reaction of 4-(2-amino-4-chlorophenyl)morpholine (8.5 g) with thiophosgene (4.6 ml) in dioxan (25 ml) and water (100 ml) for 30 minutes at 0° C. and for 3 hours at room temperature gave 5-chloro-2-morpholinophenyl isothiocyanate as a pale yellow solid (m.p. 86°-87° C.).
Sources & evidence
- ORD record
- ord-0d965a644f104537b421129c82cef01a
- Source dataset
- uspto-grants-1993_06
- Patent number
- US05223498
Reaction notes
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