Triethylamine → HCID 20562330, compound

HRID 1413784Notes

Reaction equation

HRID 1413784 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:6]=2[CH:21]=1.[Cl:22][CH2:23][CH2:24][N:25]=[C:26]=[O:27].C(N(CC)CC)C>O1CCCC1>[Cl:22][CH2:23][CH2:24][NH:25][C:26]([NH:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:6]=2[CH:21]=1)=[O:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 160352-Chloroethyl isocyanateHCID 922947-Aminoflunitrazepam

Product 1

HCID 20562330HCID 20562330, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.2 g (0.015 M) of 7-amino-5-(o-fluorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one are heated at reflux for 3 hours in 80 ml of absolute tetrahydrofuran with 3.5 ml of chloroethylisocyanate and a catalytic amount of triethylamine. The mixture is left to stand at room temperature overnight. The solution is concentrated on a steam-bath and the residue is crystallised from ethyl acetate. There is obtained 1-(2-chloroethyl)-3-[5-(o-fluorophenyl)-2,3-dihydro-1-methyl-2-oxo-1H-1,4-benzodiazepin-7-yl]urea which melts at 240° C. with decomposition.

Workup

  1. waitThe mixture is left
  2. concentrationThe solution is concentrated on a steam-bath
  3. customthe residue is crystallised from ethyl acetate

Sources & evidence

ORD record
ord-fc12079818424668ace7239f8675b011
Source dataset
uspto-grants-1981_02
Patent number
US04251443

Reaction notes

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