Potassium Iodide → 8-nitro-1-[[(cyclopropylmethyl)amino]methyl]-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

HRID 2397314Notes

Reaction equation

HRID 2397314 reaction equation
[OH-].[K+].Cl.[CH:4]1([CH2:7][NH2:8])[CH2:6][CH2:5]1.[N+:9]([C:12]1[CH:13]=[CH:14][C:15]2[N:21]3[C:22]([CH2:25]Cl)=[N:23][N:24]=[C:20]3[CH2:19][N:18]=[C:17]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:33])[C:16]=2[CH:34]=1)([O-:11])=[O:10].[I-].[K+]>O1CCCC1>[N+:9]([C:12]1[CH:13]=[CH:14][C:15]2[N:21]3[C:22]([CH2:25][NH:8][CH2:7][CH:4]4[CH2:6][CH2:5]4)=[N:23][N:24]=[C:20]3[CH2:19][N:18]=[C:17]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:33])[C:16]=2[CH:34]=1)([O-:11])=[O:10]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 14797Potassium HydroxideHCID 81671(Cyclopropylmethyl)ammonium chlorideHCID 233374678-nitro-1-(chloromethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

Product 1

HCID 214372608-nitro-1-[[(cyclopropylmethyl)amino]methyl]-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In the manner given in Example 3, a solution of potassium hydroxide and (cyclopropylmethyl)amine hydrochloride is treated with a solution of 8-nitro-1-(chloromethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]-benzodiazepine and potassium iodide in tetrahydrofuran to give 8-nitro-1-[[(cyclopropylmethyl)amino]methyl]-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

Sources & evidence

ORD record
ord-eb8285efa1134a6a916d049876cfdd1a
Source dataset
uspto-grants-1977_05
Patent number
US04021441

Reaction notes

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