Acetone → HCID 135735632, compound

HRID 224578Notes

Reaction equation

HRID 224578 reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:18]=[C:17]([N:19]=[N:20][C:21]2[CH:26]=[C:25]([S:27](O)(=[O:29])=[O:28])[C:24]([O:31][CH2:32][CH2:33][O:34][CH3:35])=[CH:23][CH:22]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][C:15]=2[NH:36][S:37]([CH3:40])(=[O:39])=[O:38])[C:10]=1[OH:41])(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].CC(C)=O.P(Cl)(Cl)([Cl:48])=O>CN(C)C(=O)C>[C:1]([NH:5][S:6]([C:9]1[CH:18]=[C:17]([N:19]=[N:20][C:21]2[CH:26]=[C:25]([S:27]([Cl:48])(=[O:29])=[O:28])[C:24]([O:31][CH2:32][CH2:33][O:34][CH3:35])=[CH:23][CH:22]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][C:15]=2[NH:36][S:37]([CH3:40])(=[O:39])=[O:38])[C:10]=1[OH:41])(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 180AcetoneHCID 24813Phosphorus oxychlorideHCID 135735635HCID 135735635, compound

Product 1

HCID 135735632HCID 135735632, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

To a mixed solution containing 19 g of 2-(N-tert-butylsulfamoyl)-4-[4-(2-methoxyethoxy)-5-sulfophenylazo]-5-methanesulfonamido-1-naphthol prepared as described in Step (a) above, 100 ml of acetone and 20 ml of phosphorous oxychloride, 20 ml of N,N-dimethylacetamide was added dropwise at a temperature of 50° C. or below. After completion of the dropwise addition, the mixture was stirred for 1 hour and was poured gradually into 500 ml of ice water. The crystals thus-precipitated were collected by filtration, washed with 50 ml of acetonitrile and air-dried.

Workup

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

Sources & evidence

ORD record
ord-58d2341465fc4fd1ac29d27c9b2c3e5f
Source dataset
uspto-grants-1980_11
Patent number
US04233237

Reaction notes

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