Ethylene Glycol → HCID 20515314, compound

HRID 67293

Reaction equation

HRID 67293 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:10]3[CH2:9][N:8]([CH3:20])[C:7](=[O:21])[C:6]=2[CH:22]=1.[C-]#N.[K+].C(O)C[OH:28]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([C:15]([O:17][CH2:18][CH2:19][OH:28])=[O:16])=[C:10]3[CH2:9][N:8]([CH3:20])[C:7](=[O:21])[C:6]=2[CH:22]=1

Participants

4

Reactant 3

HCID 174Ethylene GlycolHCID 3373FlumazenilHCID 9032Potassium Cyanide

Product 1

HCID 20515314HCID 20515314, compound

Conditions

Temperature
130 °C

Procedure

A mixture of 6.08 g (20 mmol) of ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate, 100 mg of potassium cyanide and 60 ml of ethyleneglycol is stirred at 130° C. for 6 hours and subsequently evaporated. After taking up the residue in chloroform, the solution is washed with water, dried over magnesium sulphate and evaporated. After recrystallisation of the crude product from ethyl acetate, there is obtained 2-hydroxyethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate of melting point 202°-204° C.

Workup

  1. customsubsequently evaporated
  2. washthe solution is washed with water
  3. dry with materialdried over magnesium sulphate
  4. customevaporated
  5. customAfter recrystallisation of the crude product from ethyl acetate

Sources & evidence

ORD record
ord-55bd5114381d431186cc03d3709b6ce1
Source dataset
uspto-grants-1982_08
Patent number
US04346030

Linked notes

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