Dimethylformamide → HCID 13015743, compound

HRID 652910Notes

Reaction equation

[Cl:1][C:2]1[C:10]2[O:9][N:8]=[C:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])[C:6]=2[CH:5]=[CH:4][C:3]=1[SH:18].C([O-])([O-])=O.[K+].[K+].Br[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28].CN(C=O)C>O>[CH2:30]([O:29][C:27](=[O:28])[CH2:26][S:18][C:3]1[CH:4]=[CH:5][C:6]2[C:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])=[N:8][O:9][C:10]=2[C:2]=1[Cl:1])[CH3:31]

Participants

Conditions

Temperature: 50 °C

Procedure

3.2 g of 7-chloro-3-(2-fluorophenyl)-6-mercapto-1,2-benzisoxazole, 3.1 g K2CO3 and 3.67 g of ethyl bromoacetate are added to 60 ml DMF and warmed for two hours at 50° C. with stirring. The solution is poured into 700 ml H2O and extracted with ethyl acetate. The combined organic extracts are dried over K2CO3, and the solvent is removed in vacuo to afford ethyl{[7-chloro-3-(2-fluorophenyl)-1,2-benzisoxazole-6-yl]thio}acetate.

Workup

extractionextracted with ethyl acetate
dry with materialThe combined organic extracts are dried over K2CO3
customthe solvent is removed in vacuo

Sources & evidence

ORD record: ord-61a9d876aaa14d159222874e22894647
Source dataset: uspto-grants-1987_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04673746

Reaction notes

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