Ethyl orthoformate → HCID 178479638, compound

HRID 1764746Notes

Reaction equation

HRID 1764746 reaction equation
[ClH:1].Cl.[NH2:3][CH2:4][C:5]([C:7]1[N:8]=[CH:9][NH:10][C:11]=1[NH2:12])=[O:6].[CH:13](OCC)(OCC)OCC>C(O)C>[ClH:1].[N:8]1[C:7]2[C:5](=[O:6])[CH2:4][NH:3][CH:13]=[N:12][C:11]=2[NH:10][CH:9]=1

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 178478705HCID 178478705, compound

Product 1

HCID 178479638HCID 178479638, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 285 mg. of 2-amino-1-(5-amino-1H-imidazol-4-yl)ethanone dihydrochloride (Example 1), 200 ml. of absolute ethanol and 10 ml. of triethyl orthoformate is stirred and heated at reflux for 1 hour, then cooled and evaporated at reduced pressure. The residue of 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one monohydrochloride, which crystallizes on standing, is collected by filtration, washed with ethanol, then with ether, and dried at reduced pressure; m.p. above 250° C. dec.

Workup

  1. additionA mixture of 285 mg
  2. temperatureheated
  3. temperatureat reflux for 1 hour
  4. temperaturecooled
  5. customevaporated at reduced pressure
  6. customThe residue of 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one monohydrochloride, which crystallizes on standing
  7. filtrationis collected by filtration
  8. washwashed with ethanol
  9. dry with materialwith ether, and dried at reduced pressure

Sources & evidence

ORD record
ord-e868e6faef424bc2be4a5bd1a4e3f28a
Source dataset
uspto-grants-1978_09
Patent number
US04117229

Reaction notes

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