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3-Tolylboronic acid → 3-(3-chloropropyl)-1-(3-methylphenyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide

HRID 2237471
Notes
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Reaction equation

HRID 2237471 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[NH:7][S:6]1(=[O:16])=[O:15].[C:17]1([CH3:26])[CH:22]=[CH:21][CH:20]=[C:19](B(O)O)[CH:18]=1>>[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[N:7]([C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([CH3:26])[CH:18]=2)[S:6]1(=[O:16])=[O:15]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 27339503-Tolylboronic acidHCID 442494893-(3-chloropropyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide

Product 1

HCID 685840133-(3-chloropropyl)-1-(3-methylphenyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide

Procedure

In an analogous manner to Example 1 step 7, 3-(3-chloropropyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide (408 mg) was coupled to m-tolylboronic acid to provide 3-(3-chloropropyl)-1-(3-methylphenyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide (39 mg):

Sources & evidence

ORD record
ord-9bb84865f89a412c93c7c1e66367ba6e
Source dataset
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07718652B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes