Ethyl orthoformate → HCID 178468256, compound

HRID 236392Notes

Reaction equation

HRID 236392 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[N:4][N:3]=1.[CH2:7]([O:9][CH:10](OCC)OCC)[CH3:8]>C(Cl)(Cl)(Cl)Cl>[CH2:7]([O:9][CH:10]=[N:1][C:2]1[NH:6][N:5]=[N:4][N:3]=1)[CH3:8]

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 178509299HCID 178509299, compound

Product 1

HCID 178468256HCID 178468256, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 10 g of 5-aminotetrazole, 18 g of triethoxymethane and 200 ml of carbon tetrachloride was heated under nitrogen with stirring until distillate appeared. Then, a moderate rate of distillation was maintained for 6 hours with carbon tetrachloride being replaced in the reaction mixture as necessary. At this point, analysis of the crystals present showed complete conversion of aminotetrazole. The white crystals were then filtered from the hot solution and washed briefly with carbon tetrachloride to give a wet cake of 5-(ethoxymethyleneamino)tetrazole which was used immediately as is.

Workup

  1. temperaturewas heated under nitrogen
  2. distillationThen, a moderate rate of distillation
  3. temperaturewas maintained for 6 hours with carbon tetrachloride being
  4. filtrationThe white crystals were then filtered from the hot solution
  5. washwashed briefly with carbon tetrachloride

Sources & evidence

ORD record
ord-a72b514c47544fe7bfa22c0e1433f50c
Source dataset
uspto-grants-1987_02
Patent number
US04644065

Reaction notes

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