Water → HCID 20402697, compound

HRID 1980260Notes

Reaction equation

HRID 1980260 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]2[C:10](=[CH:18][N:19]([CH3:22])[C:20]=2[CH3:21])[N:11]([CH3:17])[C:12](=[O:16])[CH:13]([OH:15])[N:14]=1.[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(N(CC)CC)C.O>C1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]2[C:10](=[CH:18][N:19]([CH3:22])[C:20]=2[CH3:21])[N:11]([CH3:17])[C:12](=[O:16])[CH:13]([O:15][C:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:30])[N:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 20402684HCID 20402684, compound

Product 1

HCID 20402697HCID 20402697, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 5-(2-chlorophenyl)-1,7-dihydro-3-hydroxy-1,6,7-trimethyl-pyrrolo[3,4-e][1,4]diazepin-2(3H)-one (4.75 g, 0.0149 mole), benzoyl chloride (2.45 g, 0.0174 mole) and triethylamine (4.5 g, 0.0445 mole) in benzene (100 ml) is refluxed for about 2 hours. Benzene is then boiled off under vacuum and the residue is taken up with a small amount of water and filtered. The raw material thus obtained is crystallized from ethanol yielding 4.9 g of the compound of the title. M.p. 228°-29° C.

Workup

  1. temperatureis refluxed for about 2 hours
  2. filtrationfiltered

Sources & evidence

ORD record
ord-ebd963dfeae3416499fc3f23691bd1bf
Source dataset
uspto-grants-1985_04
Patent number
US04508730

Reaction notes

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