3-Chlorobenzenesulphonyl chloride → HCID 66789158, compound

HRID 1660814Notes

Reaction equation

HRID 1660814 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:8]([N:11]2[C:16]3[CH:17]=[C:18]([C:21]([NH:23][C:24]4[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[CH:26][CH:25]=4)=[O:22])[CH:19]=[CH:20][C:15]=3[O:14][CH2:13][CH2:12]2)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.Cl[C:34]1C=C(S(Cl)(=O)=O)C=C[CH:39]=1>>[CH2:34]([O:29][C:28](=[O:30])[C:27]1[CH:26]=[CH:25][C:24]([NH:23][C:21]([C:18]2[CH:19]=[CH:20][C:15]3[O:14][CH2:13][CH2:12][N:11]([S:8]([C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=4)(=[O:10])=[O:9])[C:16]=3[CH:17]=2)=[O:22])=[CH:32][CH:31]=1)[CH3:39]

Participants

3

Reactant 2

HCID 179093-Chlorobenzenesulphonyl chlorideHCID 24762631HCID 24762631, compound

Product 1

HCID 66789158HCID 66789158, compound

Procedure

4-{[4-(3-Chloro-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl]-amino}-benzoic acid, MS (ISP): m/e=471.1 (M−H), was prepared as described for example 14, steps 1 to 8. Step 7 was performed using 3-chloro-benzenesulfonyl chloride and yielded 4-{[4-(3-chlorobenzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl]-amino}-benzoic acid ethyl ester, which was hydrolyzed in step 8.

Sources & evidence

ORD record
ord-8f6c3daca1db46a3863b8831a7bfb957
Source dataset
uspto-grants-2011_10
Patent number
US08030308B2

Reaction notes

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