N,N-Dimethylaniline → 12-(4-Methylpiperazin-1-yl)-[1]benzothieno[2,3-b][1,5]benzothiazepine

HRID 649977Notes

Reaction equation

[CH:1]1[C:6]2[C:7]3[C:13](=O)[NH:12][C:11]4[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=4[S:9][C:8]=3[S:19][C:5]=2[CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)(Cl)=O.CN(C)C1C=CC=CC=1.[CH3:34][N:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1>>[CH3:34][N:35]1[CH2:40][CH2:39][N:38]([C:13]2[C:7]3[C:6]4[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=4[S:19][C:8]=3[S:9][C:10]3[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=3[N:12]=2)[CH2:37][CH2:36]1

Participants

Reactant 4

HCID 949N,N-Dimethylaniline

HCID 24813Phosphorus oxychloride

HCID 531671-Methylpiperazine

HCID 18422154[1]benzothieno[2,3-b][1,5]benzothiazepin-12(11H)-one

Product 1

HCID 1842230912-(4-Methylpiperazin-1-yl)-[1]benzothieno[2,3-b][1,5]benzothiazepine

Procedure

In the same manner as in Example 80 and using [1]benzothieno[2,3-b][1,5]benzothiazepin-12(11H)-one (500 mg), phosphorus oxychloride (6.3 g), N,N-dimethylaniline (109 mg) and 1-methylpiperazine (5 ml), 12-(4-methylpiperazin-1-yl)-[1]benzothieno[2,3-b][1,5]benzothiazepine (278 mg) was obtained.

Sources & evidence

ORD record: ord-818fe5caf9ba47e6a6e9c04929c28f50
Source dataset: uspto-grants-2001_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06271225B1

Reaction notes

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