Methylamine → HCID 13654091, compound

HRID 280455Notes

Reaction equation

HRID 280455 reaction equation
[C:1]([C:3]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][CH:9]=2)[N:6]=[CH:5][C:4]=1[C:15]([O:17]CC)=O)#[N:2].[CH3:20][NH2:21]>>[C:1]([C:3]1[N:7]([C:8]2[CH:9]=[CH:10][C:11]([Br:14])=[CH:12][CH:13]=2)[N:6]=[CH:5][C:4]=1[C:15]([NH:21][CH3:20])=[O:17])#[N:2]

Participants

3

Reactant 2

HCID 6329Methylamine2×HCID 13654089Ethyl 1-(4-bromophenyl)-5-cyano-1H-pyrazole-4-carboxylate

Product 1

HCID 13654091HCID 13654091, compound

Procedure

A solution of 3.2 g of 5-cyano-1-(4-bromophenyl)-1H-pyrazole-4-carboxylic acid, ethyl ester in 40 ml of 3 A alcohol and 10 ml of 40% aqueous monomethylamine was refluxed for approximately 2 hours. Ten additional milliliters of 40% aqueous monomethylamine was added to the reaction mixture which was then refluxed for an additional 3 hours. The mixture was cooled and the precipitated solid was collected by filtration to provide 1 g of 5-cyano-1-(4-bromophenyl)-N-methyl-1H-pyrazole-4-carboxamide. MP=240°-241° C.

Workup

  1. temperaturewas then refluxed for an additional 3 hours
  2. temperatureThe mixture was cooled
  3. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-7e0bd06baea54eb4a3199576de4003fe
Source dataset
uspto-grants-1986_05
Patent number
US04589905

Reaction notes

Loading…