Dimethylamine → 3-iodo-N,N-dimethylbenzamide
Reaction equation
C[CH2:2][N:3]=[C:4]=NCCCN(C)C.CNC.C1COCC1.[I:20][C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][CH:29]=1)[C:24](O)=[O:25]>O>[I:20][C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][CH:29]=1)[C:24]([N:3]([CH3:4])[CH3:2])=[O:25]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
EDCI (1.3 g, 6.6 mmol) was added to a solution of dimethylamine in THF (2 M, 6 mL, 10 mmol) and 3-iodobenzoic acid (1.5 g, 6 mmol). After 18 h stirring the reaction was transferred into water, and then extracted with ethyl acetate. The organic phase was dried over sodium sulfate. The solvent was evaporated to afford the product as a viscous, clear oil. The product was used in the next reaction step without further purification. MS m/z: 276 [M+H]+.
Workup
- extractionextracted with ethyl acetate
- dry with materialThe organic phase was dried over sodium sulfate
- customThe solvent was evaporated
- customto afford the product as a viscous, clear oil
- customThe product was used in the next reaction step without further purification
Sources & evidence
- ORD record
- ord-e8e6b0a9456d426290f007b1fdeb991c
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08765779B2
Reaction notes
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