Hydrochloric Acid → HCID 13281600, compound

HRID 1249128Notes

Reaction equation

HRID 1249128 reaction equation
[CH3:1][O-:2].[Na+].[C:4]([C:6]1[CH:7]=[N:8][N:9]([C:16]2[C:21](Cl)=[CH:20][C:19]([C:23]([F:26])([F:25])[F:24])=[CH:18][C:17]=2[Cl:27])[C:10]=1[N:11]1C[CH2:13][C:12]1=O)#[N:5].[ClH:28].[CH3:29][OH:30]>>[C:4]([C:6]1[CH:7]=[N:8][N:9]([C:16]2[C:21]([Cl:28])=[CH:20][C:19]([C:23]([F:25])([F:24])[F:26])=[CH:18][C:17]=2[Cl:27])[C:10]=1[NH:11][CH2:12][CH2:13][C:1]([O:30][CH3:29])=[O:2])#[N:5]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887Methanol2×HCID 10942334Sodium MethoxideHCID 13281595HCID 13281595, compound

Product 1

HCID 13281600HCID 13281600, compound

Procedure

A solution of sodium methoxide in methanol [prepared by dissolving sodium (0.13 g) in methanol (10 ml)] was added to a solution of 4-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-5-(2-oxo-azetidin-1-yl)pyrazole (1.88 g; prepared as described in Example 33) in methanol (15 ml) under nitrogen. The reaction mixture was stirred at laboratory temperature for 30 minutes then acidified with 2N hydrochloric acid (5 ml) and evaporated to dryness. The residue was dissolved in dichloromethane (50 ml) and was washed with water (2×25 ml), dried over anhydrous sodium sulphate and evaporated to give 4-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-5-(2-methoxycarbonylethyl)aminopyrazole (1.93 g), m.p. 171°-173° C., in the form of a colourless solid.

Workup

  1. customevaporated to dryness
  2. dissolutionThe residue was dissolved in dichloromethane (50 ml)
  3. washwas washed with water (2×25 ml)
  4. dry with materialdried over anhydrous sodium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-67a6c0b5b3984472b6a00231cf935a3d
Source dataset
uspto-grants-1986_12
Patent number
US04629495

Reaction notes

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