N,N-Dimethylaniline → 2,9-Dimethyl-4-(4-methylpiperazin-1-yl)thieno[2,3-b][1,5]benzoxazepine

HRID 1281890Notes

Reaction equation

[CH3:1][C:2]1[S:17][C:5]2[O:6][C:7]3[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:8]=3[NH:9][C:10](=O)[C:4]=2[CH:3]=1.P(Cl)(Cl)(Cl)=O.CN(C)C1C=CC=CC=1.[CH3:32][N:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1>>[CH3:1][C:2]1[S:17][C:5]2[O:6][C:7]3[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:8]=3[N:9]=[C:10]([N:36]3[CH2:37][CH2:38][N:33]([CH3:32])[CH2:34][CH2:35]3)[C:4]=2[CH:3]=1

Participants

Reactant 4

HCID 949N,N-Dimethylaniline

HCID 24813Phosphorus oxychloride

HCID 531671-Methylpiperazine

HCID 110321372,9-dimethylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one

Product 1

HCID 110674002,9-Dimethyl-4-(4-methylpiperazin-1-yl)thieno[2,3-b][1,5]benzoxazepine

Procedure

In the same manner as in Example 125 and using 2,9-dimethylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one, phosphorus oxychloride, N,N-dimethylaniline and 1-methylpiperazine, 2,9-dimethyl-4-(4-methylpiperazin-1-yl)thieno[2,3-b][1,5]benzoxazepine is obtained.

Sources & evidence

ORD record: ord-eb6b29bebb254086b05002f99c9e3858
Source dataset: uspto-grants-2002_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06455521B1

Reaction notes

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