Diketene → HCID 21515458, compound

HRID 1284019Notes

Reaction equation

HRID 1284019 reaction equation
[NH2:1][C:2]1[CH2:9][CH2:8][N:7]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]2[CH:16]=[C:17]([Cl:20])[CH:18]=[CH:19][C:4]=2[N:3]=1.[CH2:21]=[C:22]1[O:26][C:24](=[O:25])[CH2:23]1>C1C=CC=CC=1>[C:24]([N:3]1[C:4]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:5]=2[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:7][CH2:8][CH2:9][C:2]1=[NH:1])(=[O:25])[CH2:23][C:22]([CH3:21])=[O:26]

Participants

4

Reactant 2

HCID 12661DiketeneHCID 12569546HCID 12569546, compound

Product 1

HCID 21515458HCID 21515458, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a suspension of 5.0 parts of 2-amino-8-chloro-3,4-dihydro-6-phenyl-1,5-benzodiazocine in 100 parts by volume of benzene is added 3.0 parts by volume of diketene at 25°C with stirring. The reaction mixture is further stirred for 1.5 hour. Resulting colorless crystals are collected by filtration, washed with ether, whereby 1-acetoacetyl-8-chloro-2-imino-6-phenyl-1,2,3,4-tetrahydro-1,5-benzodiazocine is obtained. Melting point 149°-150°C.

Workup

  1. stirringThe reaction mixture is further stirred for 1.5 hour
  2. customResulting colorless crystals
  3. filtrationare collected by filtration
  4. washwashed with ether

Sources & evidence

ORD record
ord-92c30ccaaf804c9782c1d75d4a75203a
Source dataset
uspto-grants-1976_08
Patent number
US03978058

Reaction notes

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