Dimethylcarbamoyl Chloride → HCID 53809421, compound

HRID 2072418Notes

Reaction equation

HRID 2072418 reaction equation
[CH3:1][N:2]([CH3:13])[C:3]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[NH:5][N:4]=1.[NH2-].[Na+].[CH3:16][N:17]([CH3:21])[C:18](Cl)=[O:19]>C1(C)C=CC=CC=1>[CH3:16][N:17]([CH3:21])[C:18]([N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[C:8]([Cl:12])[CH:7]=2)[C:3]([N:2]([CH3:13])[CH3:1])=[N:4]1)=[O:19]

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 24533Sodium amideHCID 21409175HCID 21409175, compound

Product 1

HCID 53809421HCID 53809421, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.04 mol of 3-dimethylamino-6-chloroindazole and 0.04 mol of sodium amide in 50 ml of toluene are heated to the boil for 1 hour. 0.04 mol of dimethylcarbamic acid chloride is added dropwise at 60° C and this temperature is maintained for 7 hours, while stirring. After cooling, the solution is filtered and evaporated in vacuo. Distillation of the residue gives 3-dimethylamino-6-chloroindazole-1-carboxylic acid dimethylamide (boiling point0.35 170° C, melting point: 65°-66° C; 75% of theory).

Workup

  1. temperaturethis temperature is maintained for 7 hours
  2. temperatureAfter cooling
  3. filtrationthe solution is filtered
  4. customevaporated in vacuo
  5. distillationDistillation of the residue

Sources & evidence

ORD record
ord-06e04f29578e45b89978d42039fd2731
Source dataset
uspto-grants-1977_09
Patent number
US04051252

Reaction notes

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