Ammonium Chloride → HCID 178432735, compound

HRID 267207Notes

Reaction equation

HRID 267207 reaction equation
[NH2:1][C:2]1[NH:7][CH2:6][C:5]2=[C:8]([CH3:15])[N:9]=[C:10]([CH2:11][CH:12]([CH3:14])[CH3:13])[N:4]2[N:3]=1.[CH3:16][Mg]I.[Cl-:19].[NH4+]>CCOCC>[ClH:19].[NH2:1][C:2]1[NH:7][CH:6]([CH3:16])[C:5]2=[C:8]([CH3:15])[N:9]=[C:10]([CH2:11][CH:12]([CH3:13])[CH3:14])[N:4]2[N:3]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 178418373HCID 178418373, compoundHCID 178432737HCID 178432737, compound

Product 1

HCID 178432735HCID 178432735, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

2-Amino-3,4-dihydro-7-isobutyl-5-methylimidazo [5,1-f]-as-triazine (Example 3f) (2 g.) in dry ether (50 ml) was added to methyl magnesium iodide (prepared from magnesium (1.17 g.) and methyl iodide (2.56 ml.)) in ether (50 ml.). The mixture was heated under reflux for 2 hours and kept overnight. Aqueous ammonium chloride (100 ml., 1%) was added and the ether layer was separated. The aqueous layer was kept for 4 days and the solid that crystallised was collected and crystallised from a mixture of ethanol and ethyl acetate and had m.p. 265°-267°. (The hydrochloride had m.p. 142°-143°).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customthe ether layer was separated
  4. waitThe aqueous layer was kept for 4 days
  5. customthe solid that crystallised
  6. customwas collected
  7. customcrystallised from a mixture of ethanol and ethyl acetate

Sources & evidence

ORD record
ord-ea8a62f5f9b04ac6b618e09150879075
Source dataset
uspto-grants-1976_03
Patent number
US03941785

Reaction notes

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