1,1,1-Trimethoxybutane → HCID 12493319, compound

HRID 1764206Notes

Reaction equation

HRID 1764206 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]([NH:8][NH2:9])=[O:7])[N:3]=[CH:2]1.[C:10](OC)(OC)(OC)[CH2:11][CH2:12][CH3:13]>C(O)C>[CH2:11]([C:10]1[N:3]2[CH:2]=[N:1][CH:5]=[C:4]2[C:6](=[O:7])[NH:8][N:9]=1)[CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 1235121,1,1-TrimethoxybutaneHCID 178514423HCID 178514423, compound

Product 1

HCID 12493319HCID 12493319, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.8 gm. of imidazole-4-carboxylic acid hydrazide, 30 ml. of trimethyl orthobutyrate and 150 ml. of ethanol is refluxed overnight. The mixture is evaporated giving a solid which is washed with petroleum ether and filtered. This solid is combined with 100 ml. of diphenyl ether and heated at 240°-250° C. for 15 minutes. The mixture is cooled, petroleum ether is added and the mixture is filtered. The solid is triturated with hot petroleum ether and filtered giving the desired product, m.p. 116°-117° C.

Workup

  1. additionA mixture of 3.8 gm
  2. customThe mixture is evaporated
  3. customgiving a solid which
  4. washis washed with petroleum ether
  5. filtrationfiltered
  6. temperatureof diphenyl ether and heated at 240°-250° C. for 15 minutes
  7. temperatureThe mixture is cooled
  8. additionpetroleum ether is added
  9. filtrationthe mixture is filtered
  10. customThe solid is triturated with hot petroleum ether
  11. filtrationfiltered

Sources & evidence

ORD record
ord-f853ad10f4094ba2b4f8d48c3d242613
Source dataset
uspto-grants-1978_09
Patent number
US04115572

Reaction notes

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