Diisopropyl Ether → HCID 19070831, compound

HRID 1955592Notes

Reaction equation

HRID 1955592 reaction equation
[NH2:1][CH:2]1[C:8](=[O:9])[NH:7][C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[NH:4][C:3]1=[O:14].[C:15]1([CH3:24])[CH:20]=[CH:19][CH:18]=[C:17]([N:21]=[C:22]=[O:23])[CH:16]=1.C(OC(C)C)(C)C>CN(C)C=O>[C:15]1([CH3:24])[CH:20]=[CH:19][CH:18]=[C:17]([NH:21][C:22](=[O:23])[NH:1][CH:2]2[C:8](=[O:9])[NH:7][C:6]3[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=3[NH:4][C:3]2=[O:14])[CH:16]=1

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 69303m-Tolyl isocyanateHCID 219558063-amino-1H-1,5-benzodiazepine-2,4(3H,5H)-dione

Product 1

HCID 19070831HCID 19070831, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 3-amino-1H-1,5-benzodiazepine-2,4(3H,5H)-dione (1.761 g, 9.21 mmol) and m-tolylisocyanate (1.31 g, 10.13 mmol) in dimethylformamide (17 ml) is stirred for 1 hr under ice-cooling. To the reaction mixture is added diisopropyl ether (50 ml) and the resultant crystalline precipitates are filtered off to obtain Compound 5 (2.98 g; yield, 99%). M.p. >300° C.

Workup

  1. temperaturecooling
  2. customthe resultant crystalline precipitates
  3. filtrationare filtered off

Sources & evidence

ORD record
ord-564b8839f1c442a0976ea40ff2e35e6b
Source dataset
uspto-grants-1998_07
Patent number
US05776929

Reaction notes

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