2-Amino-3,5-dibromobenzenesulfonamide → 3-Adamantyl-5,7-dibromo-1,2,3,4-tetrahydro-1,2,4-benzothiadiazine-1,1-dioxide

HRID 496150Notes

Reaction equation

HRID 496150 reaction equation
[NH2:1][C:2]1[C:7]([Br:8])=[CH:6][C:5]([Br:9])=[CH:4][C:3]=1[S:10]([NH2:13])(=[O:12])=[O:11].[CH2:14]1[CH:19]2[CH2:20][C:21]3([CH:24]=O)[CH2:23][CH:17]([CH2:18]2)[CH2:16][CH:15]1[CH2:22]3>>[C:21]12([CH:24]3[NH:1][C:2]4[C:7]([Br:8])=[CH:6][C:5]([Br:9])=[CH:4][C:3]=4[S:10](=[O:12])(=[O:11])[NH:13]3)[CH2:20][CH:19]3[CH2:14][CH:15]([CH2:16][CH:17]([CH2:18]3)[CH2:23]1)[CH2:22]2

Participants

3

Reactant 2

HCID 12013962-Amino-3,5-dibromobenzenesulfonamide2×HCID 110410501-Adamantanecarboxaldehyde

Product 1

HCID 570563983-Adamantyl-5,7-dibromo-1,2,3,4-tetrahydro-1,2,4-benzothiadiazine-1,1-dioxide

Procedure

2-Amino-3,5-dibromobenzenesulfonamide (see compound 125) was transformed by Method G (using 1-adamantylcarboxaldehyde). M.p. 270-273° C.

Sources & evidence

ORD record
ord-6486082b89704643832945139f5ab0b9
Source dataset
uspto-grants-2005_09
Patent number
US06943159B1

Reaction notes

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