Ethanol → 1-Chloro-5,6-dimethoxy-2,1,3-benzoxatellurazole-N-oxide

HRID 482859Notes

Reaction equation

HRID 482859 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([Te:11]([Cl:14])(Cl)Cl)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[N+:15]([O-])([OH:17])=[O:16].C(O)C.[PH2](O)=O>C(O)(=O)C>[Cl:14][TeH:11]1[C:5]2[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[CH:7][C:6]=2[NH+:15]([O-:17])[O:16]1

Participants

6

Reactant 4

HCID 702EthanolHCID 944Nitric AcidHCID 4124402Phosphinic AcidHCID 124943393,4-Dimethoxyphenyltellurium trichloride

Product 1

HCID 1317145401-Chloro-5,6-dimethoxy-2,1,3-benzoxatellurazole-N-oxide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3,4-Dimethoxyphenyltellurium trichloride (74 g=0.2 mole) was suspended in glacial acetic acid (200 ml) in a 1500 ml Erlenmeyer flask. Nitric acid (18 g of 70%=0.2 mole) was added gradually to the stirred mixture, which caused formation of a clear, red solution and a mildly exothermic reaction. Stirring was continued for one hour at room temperature, then ethanol (1000 ml) and hypophosphorous acid (24.0 g of 50 weight percent aqueous) were added in order. Over a period of 30 minutes there occurred crystallization of a red solid, which was collected by filtration to give 47.3 g, 68.8% of theory, m.p. 199°-200° C. The material was identical to product isolated by procedure A. Elemental analyses were in agreement with that calculated for the structural formula.

Workup

  1. customa mildly exothermic reaction
  2. customOver a period of 30 minutes there occurred crystallization of a red solid, which
  3. filtrationwas collected by filtration
  4. customto give 47.3 g, 68.8% of theory, m.p. 199°-200° C

Sources & evidence

ORD record
ord-9d81bdfeba2648979bb5753f068cf2d0
Source dataset
uspto-grants-1986_03
Patent number
US04576905

Reaction notes

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