Methyl Isocyanate → HCID 178485838, compound

HRID 1106257Notes

Reaction equation

HRID 1106257 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:20](=[O:21])[C:11]3=[CH:12][NH:13][C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=4[C:10]3=[N:9]2)=[CH:4][CH:3]=1.[CH3:22][N:23]=[C:24]=[O:25]>CO>[CH3:22][NH:23][C:24]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:20](=[O:21])[C:11]3=[CH:12][NH:13][C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=4[C:10]3=[N:9]2)=[CH:4][CH:3]=1)=[O:25]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 178507701HCID 178507701, compound

Product 1

HCID 178485838HCID 178485838, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The mixture of 0.7 g of 2-(p-aminophenyl)-pyrazolo[4,3-c]quinolin-3(5H)-one, 1.4 g of methylisocyanate and 25 ml of methanol is refluxed for 7 hours and allowed to stand at room temperature overnight. It is evaporated, the residue treated with diluted aqueous sodium hydroxide and diethyl ether, the aqueous solution separated, washed with diethyl ether and its pH adjusted to 8.5 with ammonium chloride. The precipitate formed is collected, washed with methanol, then with diethyl ether and dried, to yield the 2-(p-methylcarbamoylaminophenyl)-pyrazolo[4,3-c]quinolin3(5H)-one, showing IR-peaks of 895, 869, 850, 825, 816, 812, 785, 780, 767 and 738 cm-1.

Workup

  1. temperatureis refluxed for 7 hours
  2. customIt is evaporated
  3. additionthe residue treated with diluted aqueous sodium hydroxide and diethyl ether
  4. customthe aqueous solution separated
  5. washwashed with diethyl ether and its pH
  6. customThe precipitate formed
  7. customis collected
  8. washwashed with methanol
  9. dry with materialwith diethyl ether and dried

Sources & evidence

ORD record
ord-837ed730d07647fa94d18adc23ae732e
Source dataset
uspto-grants-1982_01
Patent number
US04312870

Reaction notes

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