Acetone → HCID 135666743, compound

HRID 1389525Notes

Reaction equation

HRID 1389525 reaction equation
[C:1]([C:3]1[NH:4][N:5]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:6](=[O:25])[C:7]=1[N:8]=[N:9][C:10]1[CH:15]=[C:14]([S:16](O)(=[O:18])=[O:17])[C:13]([O:20][CH2:21][CH2:22][O:23][CH3:24])=[CH:12][CH:11]=1)#[N:2].CC(C)=O.P(Cl)(Cl)([Cl:38])=O>CN(C)C(=O)C>[C:1]([C:3]1[NH:4][N:5]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:6](=[O:25])[C:7]=1[N:8]=[N:9][C:10]1[CH:15]=[C:14]([S:16]([Cl:38])(=[O:18])=[O:17])[C:13]([O:20][CH2:21][CH2:22][O:23][CH3:24])=[CH:12][CH:11]=1)#[N:2]

Participants

5

Reactant 3

HCID 180AcetoneHCID 24813Phosphorus oxychlorideHCID 135666741HCID 135666741, compound

Product 1

HCID 135666743HCID 135666743, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

To a solution containing 51.0 g of 3-cyano-4-(4-methoxyethoxy-5-sulfophenylazo)-1-phenyl-5-pyrazolone prepared as described in Step (1) above, 250 ml of acetone and 50 ml of phosphorous oxychloride, 50 ml of N,N-dimethylacetamide was added dropwise at a temperature below 50° C. After completion of the addition, the mixture was stirred for 1 hour and was poured gradually into 1.0 liter of ice water. The crystals thus precipitated were collected by filtration, washed with 100 ml of acetonitrile and air-dried. Yield: 46.7 g. Melting Point: 181° to 183° C.

Workup

  1. customprepared
  2. additionwas added dropwise at a temperature below 50° C
  3. additionAfter completion of the addition
  4. customThe crystals thus precipitated
  5. filtrationwere collected by filtration
  6. washwashed with 100 ml of acetonitrile
  7. customair-dried

Sources & evidence

ORD record
ord-fec2288221404eddb654ed4a8f62cbf5
Source dataset
uspto-grants-1981_01
Patent number
US04245028

Reaction notes

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