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Potassium Carbonate → 2-(3,4-Dimethoxyphenyl)-4-(2,6-difluoro-4-methoxybenzyl)-2H-1,2,4-benzothiadiazin-3(4H)-one 1,1-dioxide

HRID 1772949
Notes
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Reaction equation

HRID 1772949 reaction equation
[C:1]([O-:4])([O-])=O.[K+].[K+].FC1C=[C:14]([O:16]C)C=C(F)C=1CBr.[CH3:19][O:20][C:21]1[C:26](C)=[CH:25][C:24]([N:28]2[C:33](=[O:34])[N:32]([CH2:35][C:36]3[C:41]([F:42])=[CH:40][C:39](F)=[CH:38][C:37]=3[F:44])[C:31]3[CH:45]=[CH:46][CH:47]=[CH:48][C:30]=3[S:29]2(=[O:50])=[O:49])=[CH:23][C:22]=1C>CN(C=O)C>[CH3:14][O:16][C:22]1[CH:23]=[C:24]([N:28]2[C:33](=[O:34])[N:32]([CH2:35][C:36]3[C:37]([F:44])=[CH:38][C:39]([O:4][CH3:1])=[CH:40][C:41]=3[F:42])[C:31]3[CH:45]=[CH:46][CH:47]=[CH:48][C:30]=3[S:29]2(=[O:49])=[O:50])[CH:25]=[CH:26][C:21]=1[O:20][CH3:19]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 33542722,6-Difluoro-4-methoxybenzyl bromideHCID 727220852-(4-methoxy-3,5-dimethylphenyl)-4-(2,4,6-trifluorobenzyl)-2H-1,2,4-benzothiadiazin-3(4H)-one 1,1-dioxide

Product 1

HCID 727219872-(3,4-Dimethoxyphenyl)-4-(2,6-difluoro-4-methoxybenzyl)-2H-1,2,4-benzothiadiazin-3(4H)-one 1,1-dioxide

Reagents, catalysts & solvents 1

HCID 6228
Dimethylformamide
Solvent

Procedure

The title compound (59 mg, 0.12 mmol) was prepared from (IntA1) (84 mg, 0.25 mmol), K2CO3 (104 mg, 0.75 mmol) and 2,6-difluoro-4-methoxybenzyl bromide (71 mg, 0.30 mmol) in DMF (2 mL) using the methods of (115).

Sources & evidence

ORD record
ord-553c76ac28dd4a31a2814a01ca1bb58f
Source dataset
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09249160B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes