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Dimethylformamide → HCID 86656263, compound

HRID 221398
Notes
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Reaction equation

HRID 221398 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:13]=[C:14]([CH:18]=[CH:19][CH:20]=2)[C:15](O)=[O:16])(=[O:10])=[O:9])=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:24])=O.CN(C=O)C>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:13]=[C:14]([CH:18]=[CH:19][CH:20]=2)[C:15]([Cl:24])=[O:16])(=[O:10])=[O:9])=[CH:4][CH:3]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 23022323-(4-Bromobenzenesulfonamido)benzoic acid

Product 1

HCID 86656263HCID 86656263, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A suspension of 3-(4-bromophenylsulfonamido)benzoic acid (2.30 g, 6.46 mmol) in DCM (50 mL) was stirred and cooled under argon to 0° C. Oxalyl chloride (676 μL, 7.11 mmol) was then added dropwise via a syringe, followed by DMF (50 μL). The resulting solution was then stirred overnight, allowing the reaction mixture to warm room temperature. The solution was used without further purification.

Workup

  1. stirringThe resulting solution was then stirred overnight
  2. temperatureto warm room temperature
  3. customThe solution was used without further purification

Sources & evidence

ORD record
ord-983c01d1b1d44e2096d9a9d1c4cb9ec4
Source dataset
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08207167B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes