Triethylamine → 1H-1,4-Benzodiazepine

HRID 1679586Notes

Reaction equation

HRID 1679586 reaction equation
ON1C(=O)C2=CC=CC=C2C1=O.C(N(CC)CC)C.[N+]([C:23]1[CH:24]=[CH:25][C:26]2[N:32]3C(CCl)=NN=[C:31]3[CH2:30][N:29]=[C:28](C3C=CC=CC=3Cl)[C:27]=2[CH:45]=1)([O-])=O>CC(N(C)C)=O>[NH:32]1[C:26]2[CH:25]=[CH:24][CH:23]=[CH:45][C:27]=2[CH:28]=[N:29][CH:30]=[CH:31]1

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 1484311H-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-8dbd8e62f124414595833ef57f916b28
Source dataset
uspto-grants-1978_03
Patent number
US04081452

Reaction notes

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