Benzenesulfonyl chloride → HCID 178488357, compound

HRID 1695666Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:8]2[CH:9]([NH:12][C:13]3[O:14][CH2:15][C:16]4[CH:22]=[C:21]([NH2:23])[CH:20]=[CH:19][C:17]=4[N:18]=3)[CH2:10][O:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.[C:24]1([S:30](Cl)(=[O:32])=[O:31])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH3:1][O:2][C:3]1[C:8]2[CH:9]([NH:12][C:13]3[O:14][CH2:15][C:16]4[CH:22]=[C:21]([NH:23][S:30]([C:24]5[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=5)(=[O:32])=[O:31])[CH:20]=[CH:19][C:17]=4[N:18]=3)[CH2:10][O:11][C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 7369Benzenesulfonyl chloride

HCID 178488337HCID 178488337, compound

Product 1

HCID 178488357HCID 178488357, compoundYield 55.1%

Procedure

Prepared from rac-N2-(4-methoxy-2,3-dihydro-benzofuran-3-yl)-4H-benzo[d][1,3]oxazine-2,6-diamine (Example 6) (150 mg, 0.482 mmol) and benzenesulfonyl chloride (94 mg, 0.53 mmol) according to the procedure described for Example 27. Obtained the title compound as a white solid (120 mg, 55%), MS (ISP) m/e=452.3 [(M+H)+].

Sources & evidence

ORD record: ord-6015f5468dde40d5bcd3f6ccecb55ded
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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