1-[4-(dimethylamino)phenyl]-2-phenylethane-1,2-dione → HCID 13236224, compound

HRID 745217Notes

Reaction equation

HRID 745217 reaction equation
[CH3:1][N:2]([CH3:19])[C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=O)=[O:10])=[CH:5][CH:4]=1.[C:20]([CH2:22][C:23]([NH2:25])=[S:24])#[N:21]>N1CCCCC1.C(O)C>[CH3:1][N:2]([CH3:19])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:10])[NH:25][C:23](=[S:24])[C:22]([C:20]#[N:21])=[C:11]2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 2312311-[4-(dimethylamino)phenyl]-2-phenylethane-1,2-dioneHCID 14162772-Cyanoethanethioamide

Product 1

HCID 13236224HCID 13236224, compound

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

A mixture of 10.1 g. p-dimethylaminobenzil, 3.2 g. cyanothioacetamide, 10 drops of piperidine and 100 ml. ethanol is stirred for 12 hours at ambient temperature. The precipitated product is filtered off with suction, washed with chloroform and recrystallised from ethanol. There are obtained 6.0 g. of the desired product in the form of yellow crystals; m.p. 184°-185° C. (decomp.).

Workup

  1. additionA mixture of 10.1 g
  2. filtrationThe precipitated product is filtered off with suction
  3. washwashed with chloroform
  4. customrecrystallised from ethanol
  5. customThere are obtained 6.0 g

Sources & evidence

ORD record
ord-f2aa5cfe40e14b00a6f7168c3c021f81
Source dataset
uspto-grants-1986_07
Patent number
US04598076

Reaction notes

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