Dimethylsulphamoyl chloride → N'-{2-[(3-cyclopropylphenyl)amino]-4H-benzo[d][1,3]oxazin-6-yl}-N,N-dimethylsulfamide

HRID 1695685Notes

Reaction equation

[CH:1]1([C:4]2[CH:5]=[C:6]([NH:10][C:11]3[O:12][CH2:13][C:14]4[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][C:15]=4[N:16]=3)[CH:7]=[CH:8][CH:9]=2)[CH2:3][CH2:2]1.[CH3:22][N:23]([CH3:28])[S:24](Cl)(=[O:26])=[O:25]>>[CH:1]1([C:4]2[CH:5]=[C:6]([NH:10][C:11]3[O:12][CH2:13][C:14]4[CH:20]=[C:19]([NH:21][S:24]([N:23]([CH3:28])[CH3:22])(=[O:26])=[O:25])[CH:18]=[CH:17][C:15]=4[N:16]=3)[CH:7]=[CH:8][CH:9]=2)[CH2:3][CH2:2]1

Participants

Reactant 2

HCID 83372Dimethylsulphamoyl chloride

HCID 59231769N2-(3-cyclopropyl-phenyl)-4H-benzo[d][1,3]oxazine-2,6-diamine

Product 1

HCID 59231768N'-{2-[(3-cyclopropylphenyl)amino]-4H-benzo[d][1,3]oxazin-6-yl}-N,N-dimethylsulfamideYield 37.4%

Procedure

Prepared from N2-(3-cyclopropyl-phenyl)-4H-benzo[d][1,3]oxazine-2,6-diamine (200 mg, 0.72 mmol) and dimethylsulfamoyl chloride (122 mg, 0.85 mmol) according to the procedure described for example 27. Obtained the title compound as an off-white foam (104 mg, 37%), MS (ISP) m/e=385.3 [(M−H)+].

Sources & evidence

ORD record: ord-1f17496aa2a84d1d937b411f537c4bcc
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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