Phenyl isocyanate → HCID 178518648, compound

HRID 1763847Notes

Reaction equation

HRID 1763847 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([OH:13])[C:3]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C1(N=[C:27]=[O:28])C=CC=CC=1>C(OCC)(=O)C>[OH:13][C:4]1[C:3]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=3[C:27](=[O:28])[NH:1][C:2]=2[N:6]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:5]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 178507201HCID 178507201, compound

Product 1

HCID 178518648HCID 178518648, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
290 °C

Procedure

2.51 Grams (0.01 mole) of 5-amino-3-hydroxy-1,4-diphenylpyrazole is mixed with 1.62 ml (0.015 mole) of phenylisocyanate and is gradually heated to 290° C. The obtained residue is then ground and boiled with 40 ml of ethyl acetate. 2.7 Grams of crude compound recovered by filtering the hot mixture is taken up with aqueous 4% NaOH. On acidifying the filtered solution with acetic acid, 2.24 g of the title compound precipitates. Yield 81%.

Workup

  1. custom2.7 Grams of crude compound recovered
  2. filtrationby filtering the hot mixture
  3. customprecipitates

Sources & evidence

ORD record
ord-aff85376699b49b994b9f123410f4a6f
Source dataset
uspto-grants-1978_09
Patent number
US04113731

Reaction notes

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