Triethylamine → HCID 53669772, compound
Reaction equation
[Br:1][C:2]1[C:8]([F:9])=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].Cl[C:11](Cl)([O:13]C(=O)OC(Cl)(Cl)Cl)Cl.C(N(CC)CC)C.[NH2:29][C:30]1[C:31]([OH:41])=[C:32]([S:37]([NH2:40])(=[O:39])=[O:38])[C:33]([Cl:36])=[CH:34][CH:35]=1>C1(C)C=CC=CC=1.CN(C=O)C>[Cl:36][C:33]1[CH:34]=[CH:35][C:30]([NH:29][C:11]([NH:4][C:3]2[CH:5]=[CH:6][CH:7]=[C:8]([F:9])[C:2]=2[Br:1])=[O:13])=[C:31]([OH:41])[C:32]=1[S:37]([NH2:40])(=[O:39])=[O:38]Participants
7
Conditions
- Temperature
- 80 °C
Procedure
To a solution of 2-bromo-3-fluoroaniline (42 mg, 0.0.22 mmol) in toluene (5 mL), triphosgene (26 mg, 0.09 mmol) and triethyl amine (0.04 mL, 0.26 mmol) were added. The reaction mixture was stirred at 80° C. for 4 hours. Then the reaction mixture was concentrated under reduced pressure and then it was added to 3-amino-6-chloro-2-hydroxybenzenesulfonamide (44 mg, 0.22 mmol) in DMF (1 mL), The reaction mixture was stirred at room temperature for 16 hours. Chromatography of the resulting liquid on silica gel (30%Ethyl acetate/Hexane) gave desired product (7 mg, 7%). EI-MS m/z 439.6 (M+).
Workup
- concentrationThen the reaction mixture was concentrated under reduced pressure
- stirringThe reaction mixture was stirred at room temperature for 16 hours
Sources & evidence
- ORD record
- ord-80c90e4e454d4d15b854525846ce7a74
- Source dataset
- uspto-grants-2002_12
- Patent number
- US06500863B1
Reaction notes
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