Sodium Iodide → HCID 13656468, compound

HRID 579749Notes

Reaction equation

Cl[CH2:2][CH2:3][CH2:4][C:5]([NH:7][CH:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[CH2:12][S:11][C:10]2[CH:19]=[CH:20][C:21]([CH3:23])=[CH:22][C:9]1=2)=[O:6].[F:24][C:25]1[CH:30]=[CH:29][C:28]([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)=[CH:27][CH:26]=1.[I-].[Na+].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:24][C:25]1[CH:26]=[CH:27][C:28]([N:31]2[CH2:36][CH2:35][N:34]([CH2:2][CH2:3][CH2:4][C:5]([NH:7][CH:8]3[C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=4[CH2:12][S:11][C:10]4[CH:19]=[CH:20][C:21]([CH3:23])=[CH:22][C:9]3=4)=[O:6])[CH2:33][CH2:32]2)=[CH:29][CH:30]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 10 g of 11-(4-chlorobutyrylamino)-2-methyl-6,11-dihydrodibenzo[b,e]thiepin, 10 g of 1-(4-fluorophenyl)piperazine, 10 g of sodium iodide and 100 ml of dimethylformamide is stirred at 100° C. for 1.5 hours. After the reaction mixture is cooled to room temperature, 100 ml of 10% aqueous potassium carbonate solution is added and the solution is extracted with three 300-ml portions of chloroform. The combined extracts are treated in substantially the same manner as in Example 1(1) to give 9.2 g of the title compound. m.p. 205°-207° C. (recrystallized from ethyl acetate);

Workup

temperatureAfter the reaction mixture is cooled to room temperature
extractionthe solution is extracted with three 300-ml portions of chloroform
additionThe combined extracts are treated in substantially the same manner as in Example 1(1)

Sources & evidence

ORD record: ord-0952cf2f798c43b9aaea447e470ddf82
Source dataset: uspto-grants-1988_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04749703

Reaction notes

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