HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Lithium Hydroxide → 4-({[(5-Chloro-2-thienyl)sulfonyl]amino}carbonylamino)benzoic acid

HRID 1437554
Notes
Print preview

Reaction equation

HRID 1437554 reaction equation
[Cl:1][C:2]1[S:6][C:5]([S:7]([NH:10][C:11]([NH:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[CH:16][CH:15]=2)=[O:12])(=[O:9])=[O:8])=[CH:4][CH:3]=1.[Li+].[OH-]>CO.C(#N)C>[Cl:1][C:2]1[S:6][C:5]([S:7]([NH:10][C:11]([NH:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=2)=[O:12])(=[O:9])=[O:8])=[CH:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 3939Lithium Hydroxide2×HCID 22064417Methyl 4-({[(5-chloro-2-thienyl)sulfonyl]amino}carbonylamino)benzoate

Product 1

HCID 220644524-({[(5-Chloro-2-thienyl)sulfonyl]amino}carbonylamino)benzoic acidYield 127.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6342Acetonitrile
Solvent

Procedure

To a suspension of methyl 4-({[(5-chloro-2-thienyl)sulfonyl]amino}carbonylamino)benzoate (56 mg, 0.15 mmol) in methanol (1 mL) and acetonitrile (1 mL) was added 1N LiOH (0.16 mL, 0.16 mmol). The resulting solution was stirred at room temp for 21 hr, then an additional 0.32 mL 1N LiOH was added and the reaction was stirred at 40° C. for another 21 hr til complete. Concentration in vacuo gave crude 4-({[(5-chloro-2-thienyl)sulfonyl]amino}carbonylamino)benzoic acid (69 mg). ES-MS (M+H)+=361.

Workup

  1. stirringthe reaction was stirred at 40° C. for another 21 hr til complete
  2. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-bc5d7fc3594a40ce9b401032a19b3b57
Source dataset
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07622474B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes