Water → HCID 178522063, compound

HRID 599361Notes

Reaction equation

HRID 599361 reaction equation
[SH:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[Cl:11][C:12]1[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=1.C(N(CC)C(C)C)(C)C.O>CN(C)C=O>[Cl:11][C:12]1[CH:18]=[CH:17][C:15]([NH:16][C:4]([C:3]2[C:2]([SH:1])=[N:10][CH:9]=[CH:8][CH:7]=2)=[O:6])=[CH:14][CH:13]=1

Participants

6

Reactant 4

HCID 962WaterHCID 78124-ChloroanilineHCID 81531DiisopropylethylamineHCID 178524460HCID 178524460, compound

Product 1

HCID 178522063HCID 178522063, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetrauroniumhexafluorophosphate (5.4 g, 14 mmol) was added to a suspension of 2-mercaptonicotinic acid (2.0 g, 13 mmol), 4-chloroaniline (1.7 g, 13 mmol) and N,N-diisopropylethylamine (4.5 mL, 26 mmol) in anhydrous N,N-dimethylformamide (20 mL) at room temperature, and the mixture was stirred for 20 hours. Water (20 mL) was added thereto, the precipitated solid was filtered off, and washed with ethyl acetate. The resulting solid was dried at 40° C. under reduced pressure to give 2.0 g of the title Reference Compound as a yellow solid (Yield: 59%)

Workup

  1. filtrationthe precipitated solid was filtered off
  2. washwashed with ethyl acetate
  3. customThe resulting solid was dried at 40° C. under reduced pressure

Sources & evidence

ORD record
ord-2efb2a459dee442c85a773f5b41b978a
Source dataset
uspto-grants-2011_03
Patent number
US07897774B2

Reaction notes

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