Methyl Isocyanate → HCID 54300912, compound

HRID 1451272Notes

Reaction equation

HRID 1451272 reaction equation
[CH3:1][N:2]=[C:3]=[O:4].[NH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[C:18]3[CH:19]=[C:20]4[O:25][CH2:24][O:23][C:21]4=[CH:22][C:17]=3[CH2:16][CH:15]([CH3:26])[N:14]([C:27](=[O:30])[NH:28][CH3:29])[N:13]=2)=[CH:8][CH:7]=1>ClCCl>[CH3:29][NH:28][C:27]([N:14]1[CH:15]([CH3:26])[CH2:16][C:17]2[CH:22]=[C:21]3[O:23][CH2:24][O:25][C:20]3=[CH:19][C:18]=2[C:12]([C:9]2[CH:10]=[CH:11][C:6]([NH:5][C:3]([NH:2][CH3:1])=[O:4])=[CH:7][CH:8]=2)=[N:13]1)=[O:30]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 126758GYKI-53655

Product 1

HCID 54300912HCID 54300912, compoundYield 79.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

After adding 0.5 ml (8.5 mmol) of methyl isocyanate to 0.6 g (1.7 mmol) of 1-(4-aminophenyl)-3-methylcarbamoyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine (see Example 98) dissolved in 45 ml of anhydrous dichloromethane, the reaction mixture was stirred at 25 ° C. for 6 days. Then the crystalline precipitate was filtered, washed with 3×2 ml of dichloromethane and.dried at 60° to 80° C. to obtain 0.55 g (79.7%) of the pure aimed product, m.p.: 181°-183° C.,

Workup

  1. filtrationThen the crystalline precipitate was filtered
  2. washwashed with 3×2 ml of dichloromethane
  3. customand.dried at 60° to 80° C.

Sources & evidence

ORD record
ord-a4ae4bf1fa154ae6b8313faffbc562cd
Source dataset
uspto-grants-1997_02
Patent number
US05604223

Reaction notes

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