Phenylhydrazine → HCID 54277863, compound

HRID 436759Notes

Reaction equation

HRID 436759 reaction equation
[N:1]([C:9]([N:12]=[C:13]=[O:14])([CH3:11])[CH3:10])=[N:2][C:3]([N:6]=[C:7]=[O:8])([CH3:5])[CH3:4].[C:15]1([NH:21][NH2:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CCCCC>[N:1]([C:9]([NH:12][C:13]([N:21]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[NH2:22])=[O:14])([CH3:10])[CH3:11])=[N:2][C:3]([NH:6][C:7]([N:21]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[NH2:22])=[O:8])([CH3:5])[CH3:4]

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 54372174HCID 54372174, compound

Product 1

HCID 54277863HCID 54277863, compound

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

To a stirred solution of 4.0 grams (0.0204 moles) of 2,2'-azobis (2-isocyanato-propane) (from Example XXXIII) in 20 ml of pentane in a 50 ml erlenmeyer flask was added 4.42 grams (0.0408 moles) of phenylhydrazine and the reaction mixture stirred for 2 hours at room temperature. The solids that formed were filtered off, washed with a small amount of cold acetone and air dried. The tan powder weighed 4.5 grams (54% crude yield). The product melts at 159°-162° C. with decomposition. The infrared spectrum of the product is in agreement with the structure of the proposed compound (urea type carbonyl at 1670 cm-1 and NH bands at 3270 and 3400 cm-1).

Workup

  1. customThe solids that formed
  2. filtrationwere filtered off
  3. washwashed with a small amount of cold acetone and air
  4. customdried

Sources & evidence

ORD record
ord-3617c0f79aaf4010aa70b8c3be3cacf7
Source dataset
uspto-grants-1977_06
Patent number
US04028344

Reaction notes

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