Phosphorus oxychloride → HCID 135666743, compound

HRID 224575Notes

Reaction equation

HRID 224575 reaction equation
CN(C)C(=O)C.[C:7]([C:9]1[NH:10][N:11]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:12](=[O:31])[C:13]=1[N:14]=[N:15][C:16]1[CH:21]=[C:20]([S:22](O)(=[O:24])=[O:23])[C:19]([O:26][CH2:27][CH2:28][O:29][CH3:30])=[CH:18][CH:17]=1)#[N:8].P(Cl)(Cl)([Cl:40])=O>CC(C)=O>[C:7]([C:9]1[NH:10][N:11]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:12](=[O:31])[C:13]=1[N:14]=[N:15][C:16]1[CH:21]=[C:20]([S:22]([Cl:40])(=[O:24])=[O:23])[C:19]([O:26][CH2:27][CH2:28][O:29][CH3:30])=[CH:18][CH:17]=1)#[N:8]

Participants

5

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 31374DimethylacetamideHCID 135666741HCID 135666741, compound

Product 1

HCID 135666743HCID 135666743, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

50 ml of N,N-dimethylacetamide was added dropwise at 50° C. or lower to a mixture of 51.0 g of 3-cyano-4-[4-(2-methoxyethoxy)-5-sulfophenylazo]-1-phenyl-5-pyrazolone prepared as described in Step (a) of Reference Synthesis Example 1 above, and then 250 ml of acetone and 50 ml of phosphorous oxychloride was added. After completion of the dropwise addition, the reaction mixture was stirred for about 1 hour, and was then gradually poured into 1.0 l of ice water. The crystals thus-precipitated were recovered by filtration, washed with 100 ml of acetonitrile and air-dried.

Workup

  1. customprepared
  2. additionwas added
  3. additionAfter completion of the dropwise addition
  4. customThe crystals thus-precipitated
  5. filtrationwere recovered by filtration
  6. washwashed with 100 ml of acetonitrile
  7. customair-dried

Sources & evidence

ORD record
ord-0b9a93763daf4479aacdd150add16b43
Source dataset
uspto-grants-1980_11
Patent number
US04233237

Reaction notes

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