Water → HCID 19068928, compound

HRID 1957094Notes

Reaction equation

HRID 1957094 reaction equation
[C:1]1(=[O:14])[N:9]2[CH:4]([CH2:5][O:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=32)[CH2:3][NH:2]1.[H-].[Na+].Cl[CH2:18][C:19]1[N:20]=[CH:21][N:22]([C:25]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:23]=1[CH3:24].O>CN(C)C=O>[CH3:24][C:23]1[N:22]([C:25]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH:21]=[N:20][C:19]=1[CH2:18][N:2]1[CH2:3][CH:4]2[CH2:5][O:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[N:9]2[C:1]1=[O:14]

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 110469654-(Chloromethyl)-5-methyl-1-trityl-1H-imidazoleHCID 12858028HCID 12858028, compound

Product 1

HCID 19068928HCID 19068928, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a stirred solution of 2,3,3a,4-tetrahydro-1H-imidazo [5,1-c][1,4]benzoxazin-1-one (0.89 g; 0.0047 moles) in 20 ml of anhydrous dimethylformamide kept under nitrogen atmosphere, 50% NaH (0.22 g; 0.0047 moles) is added. The solution is stirred for 1 hour at 60° C.; then, at room temperature, 4-chloromethyl-5-methyl-1-triphenylmethyl-1H-imidazole (1.75 g; 0.0047 moles) is added. The mixture is stirred for 6 hours at 70° C., then cooled, poured into water and extracted with methylene chloride.

Workup

  1. stirringThe mixture is stirred for 6 hours at 70° C.
  2. temperaturecooled
  3. extractionextracted with methylene chloride

Sources & evidence

ORD record
ord-688573148cd741748a95da223c466f61
Source dataset
uspto-grants-1998_07
Patent number
US05783574

Reaction notes

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