Triethylamine → 8-nitro-1-[(phthalimidooxy)methyl]-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

HRID 441380Notes

Reaction equation

HRID 441380 reaction equation
[OH:1][N:2]1[C:6](=[O:7])[C:5]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:4]2[C:3]1=[O:12].C(N(CC)CC)C.[N+:20]([C:23]1[CH:24]=[CH:25][C:26]2[N:32]3[C:33]([CH2:36]Cl)=[N:34][N:35]=[C:31]3[CH2:30][N:29]=[C:28]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=3[Cl:44])[C:27]=2[CH:45]=1)([O-:22])=[O:21]>CC(N(C)C)=O>[N+:20]([C:23]1[CH:24]=[CH:25][C:26]2[N:32]3[C:33]([CH2:36][O:1][N:2]4[C:3](=[O:12])[C:4]5=[CH:11][CH:10]=[CH:9][CH:8]=[C:5]5[C:6]4=[O:7])=[N:34][N:35]=[C:31]3[CH2:30][N:29]=[C:28]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=3[Cl:44])[C:27]=2[CH:45]=1)([O-:22])=[O:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10665N-HydroxyphthalimideHCID 233374678-nitro-1-(chloromethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

Product 1

HCID 203612598-nitro-1-[(phthalimidooxy)methyl]-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

In the manner given in Example 1, N-hydroxyphthalimide and triethylamine in dimethylacetamide is treated with 8-nitro-6-(o-chlorophenyl)- 1-(chloromethyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine to give 8-nitro-6-(o-chlorophenyl)-1-[(phthalimidooxy)methyl]-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

Sources & evidence

ORD record
ord-ebf0436f36584ca49daf06bb9bf6ead7
Source dataset
uspto-grants-1977_08
Patent number
US04039551

Reaction notes

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