Potassium Carbonate → HCID 20357853, compound

HRID 1658024Notes

Reaction equation

HRID 1658024 reaction equation
[CH:1]([NH:3][CH:4](P(OC1C=CC=CC=1)(OC1C=CC=CC=1)=O)[C:5]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1)=[O:6])=[S:2].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:41][C:42](=O)[CH2:43][O:44][CH3:45]>CC(C)=O>[CH3:45][O:44][CH2:43][C:42]1[CH2:41][S:2][CH:1]=[N:3][C:4]=1[C:5]([O:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([N+:15]([O-:17])=[O:16])=[CH:13][CH:14]=1)=[O:6]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 203930501-chloro-3-methoxypropan-2-oneHCID 86733537HCID 86733537, compound

Product 1

HCID 20357853HCID 20357853, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of p-nitrobenzyl α-thioformamidodiphenylphosphonoacetate (2.43 g), powdered anhydrous potassium carbonate (2.07 g), 1-chloro-3-methoxy-2-propanone (0.67 g), and acetone (25 ml) is stirred under a nitrogen atmosphere at room temperature for 16 hours. The mixture is filtered and the filtrate evaporated under reduced pressure. The residue is dissolved in methylene chloride, washed twice with water and saturated brine, dried over MgSO4, filtered, and evaporated in vacuo to yield crude p-nitrobenzyl 5-methoxymethyl-6H-1,3-thiazine-4-carboxylate.

Workup

  1. filtrationThe mixture is filtered
  2. customthe filtrate evaporated under reduced pressure
  3. dissolutionThe residue is dissolved in methylene chloride
  4. washwashed twice with water and saturated brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-ab82784bf664401d9256ee153f6d91de
Source dataset
uspto-grants-1976_06
Patent number
US03962224

Reaction notes

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