Dimethylformamide → HCID 118148716, compound

HRID 2201369Notes

Reaction equation

HRID 2201369 reaction equation
CN(C=O)C.[Na].[CH2:7]([SH:9])[CH3:8].[CH3:10][NH:11][C:12]1[C:17]([NH:18][C:19]([C:21]2[CH:26]=[C:25]([Cl:27])[N:24]=[N:23][C:22]=2Cl)=[O:20])=[CH:16][C:15]([C:29]([F:32])([F:31])[F:30])=[CH:14][N:13]=1.C1COCC1>O>[CH3:10][NH:11][C:12]1[C:17]([NH:18][C:19]([C:21]2[CH:26]=[C:25]([Cl:27])[N:24]=[N:23][C:22]=2[S:9][CH2:7][CH3:8])=[O:20])=[CH:16][C:15]([C:29]([F:32])([F:31])[F:30])=[CH:14][N:13]=1

Participants

6

Reactant 4

HCID 6228Dimethylformamide2×HCID 8028TetrahydrofuranHCID 45051917Sodium ethanethiolHCID 118148691HCID 118148691, compound

Product 1

HCID 118148716HCID 118148716, compoundYield 81.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6 ml of a DMF solution of 342 mg of ethyl mercaptan sodium salt (80%) was added to a mixture of 1.19 g of 3,6-dichloropyridazine-4-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide, 2 ml of DMF and 2 ml of THF under ice cooling, then the mixture was heated to room temperature, and stirred for 1 hour. The mixture was allowed to stand overnight, then water was poured to the reaction mixture, and the precipitated solid was filtered. The resulting solid was washed with water and n-hexane and then dried to obtain 1.04 g of 6-chloro-3-ethylsulfanylpyridazine-4-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide. 6-chloro-3-ethylsulfanylpyridazine-4-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide

Workup

  1. waitto stand overnight
  2. filtrationthe precipitated solid was filtered
  3. washThe resulting solid was washed with water and n-hexane
  4. customdried

Sources & evidence

ORD record
ord-17194863451944e08229d6b17494ed41
Source dataset
uspto-grants-2016_06
Patent number
US09364000B2

Reaction notes

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