Formaldehyde → HCID 9909278, compound

HRID 1838257Notes

Reaction equation

HRID 1838257 reaction equation
[C:1]([C:3]1[CH:24]=[CH:23][C:6]([NH:7][CH2:8][C:9]([NH:12][C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[O:14])([CH3:11])[CH3:10])=[CH:5][C:4]=1[C:25]([F:28])([F:27])[F:26])#[N:2].[CH2:29]=O>C(O)(=O)C>[C:1]([C:3]1[CH:24]=[CH:23][C:6]([N:7]2[CH2:8][C:9]([CH3:11])([CH3:10])[N:12]([C:13]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)=[O:14])[CH2:29]2)=[CH:5][C:4]=1[C:25]([F:26])([F:27])[F:28])#[N:2]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 18753334HCID 18753334, compound

Product 1

HCID 9909278HCID 9909278, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

A 1.0 g portion of 1-[2-(4-cyano-3-trifluoromethylanilino)-1,1-dimethylethyl]-3-(4-fluorophenyl)urea synthesized in Reference Example 9-1 was dissolved in 10 ml of acetic acid, and the solution was mixed with 0.4 ml of formalin and heated at 50° C. for 2 hours. The solvent was evaporated, the resulting residue was purified by a silica gel column chromatography, and the compound obtained from chloroform-methanol (30:1, v/v) eluate was washed with diisopropyl ether to obtain 751 mg of the title compound.

Workup

  1. customThe solvent was evaporated
  2. customthe resulting residue was purified by a silica gel column chromatography
  3. customthe compound obtained from chloroform-methanol (30:1
  4. washv/v) eluate was washed with diisopropyl ether

Sources & evidence

ORD record
ord-5c46835b77504fc68b4ef2c6164aaa58
Source dataset
uspto-grants-2004_01
Patent number
US06673799B1

Reaction notes

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