Methanesulfonyl chloride → 3,9-Dimethyl-2-[(4-methyl-1-piperazinyl)methyl]-9H-dibenz[b,f]imidazo[1,2-d][1,4]diazepine

HRID 1076213Notes

Reaction equation

[CH3:1][C:2]1[N:6]2[C:7]3[CH:20]=[CH:19][CH:18]=[CH:17][C:8]=3[N:9]([CH3:16])[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[C:5]2=[N:4][C:3]=1[CH2:21]O.C(Cl)(Cl)Cl.O1CCCC1.CS(Cl)(=O)=O.[CH3:37][N:38]1[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]1>C(N(CC)CC)C>[CH3:1][C:2]1[N:6]2[C:7]3[CH:20]=[CH:19][CH:18]=[CH:17][C:8]=3[N:9]([CH3:16])[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[C:5]2=[N:4][C:3]=1[CH2:21][N:41]1[CH2:42][CH2:43][N:38]([CH3:37])[CH2:39][CH2:40]1

Participants

Conditions

Temperature: -20 °C

Procedure

A sampmle of 3,9-dimethyl-2-hydroxymethyl-9H-dibenzo[b,f]-imidazo[1,2-d] [1,4]diazepine is suspended in a chloroform/tetrahydrofuran mixture and treated with triethylamine. After cooling to -20° C. methanesulfonyl chloride is added with stirring at -20° C. The mixture is treated with 4-methylpiperazine and warmed gradually to room temperature. Work-up from an aqueous base followed by the usal purification techniques affords the product 3,9-dimethyl-2-(4-methyl-1-piperazinyl)methyl-9H-dibenz[b,f]-imidazo[1,2-d][1,4]diazepine as a yellow oil.

Workup

additionis added
temperaturewarmed gradually to room temperature
customfollowed by the usal purification techniques

Sources & evidence

ORD record: ord-5510e451777049eca51dfd55023ae932
Source dataset: uspto-grants-1976_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03956297

Reaction notes

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