2-chloro-4-(o-chlorophenyl)-9-(alpha-hydroxyethyl)-6H-thieno[3,2-f]-s-triazolo[4,3-a][1,4]diazepine → 9-acetyl-2-chloro-4-(o-chlorophenyl)-6H-thieno[3,2-f]-s-triazolo[4,3-a][1,4]diazepine

HRID 262991Notes

Reaction equation

HRID 262991 reaction equation
[Cl:1][C:2]1[S:11][C:10]2[N:9]3[C:12]([CH:15]([OH:17])[CH3:16])=[N:13][N:14]=[C:8]3[CH2:7][N:6]=[C:5]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])[C:4]=2[CH:3]=1>C1(C)C=CC=CC=1>[C:15]([C:12]1[N:9]2[C:10]3[S:11][C:2]([Cl:1])=[CH:3][C:4]=3[C:5]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])=[N:6][CH2:7][C:8]2=[N:14][N:13]=1)(=[O:17])[CH3:16]

Participants

3

Reactant 1

HCID 213176752-chloro-4-(o-chlorophenyl)-9-(alpha-hydroxyethyl)-6H-thieno[3,2-f]-s-triazolo[4,3-a][1,4]diazepine

Product 1

HCID 213176819-acetyl-2-chloro-4-(o-chlorophenyl)-6H-thieno[3,2-f]-s-triazolo[4,3-a][1,4]diazepine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.4 g of 2-chloro-4-(o-chlorophenyl)-9-(α-hydroxyethyl)-6H-thieno[3,2-f]-s-triazolo[4,3-a][1,4]diazepine are boiled under reflux for 48 hours in 80 ml of dry toluene with 0.6 g of chromtrioxide embedded in graphite. The solid material is filtered off and the solution evaporated. The residue is recrystallized from ethanol, there being obtained 9-acetyl-2-chloro-4-(o-chlorophenyl)-6H-thieno[3,2-f]-s-triazolo[4,3-a][1,4]diazepine of melting point 89°-91° C.

Workup

  1. filtrationThe solid material is filtered off
  2. customthe solution evaporated
  3. customThe residue is recrystallized from ethanol, there

Sources & evidence

ORD record
ord-19e92bedc3644c27aa5b3e91e3bec966
Source dataset
uspto-grants-1979_05
Patent number
US04155913

Reaction notes

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