Water → N,N-Dimethyl-N'-(6-allyloxybenzothiazole-2-sulfonyl)formamidine
Reaction equation
[CH3:1][N:2]([CH3:18])[CH:3]=[N:4][S:5]([C:8]1[S:9][C:10]2[CH:16]=[C:15]([OH:17])[CH:14]=[CH:13][C:11]=2[N:12]=1)(=[O:7])=[O:6].[CH2:19](Br)[CH:20]=[CH2:21].C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[CH3:1][N:2]([CH3:18])[CH:3]=[N:4][S:5]([C:8]1[S:9][C:10]2[CH:16]=[C:15]([O:17][CH2:21][CH:20]=[CH2:19])[CH:14]=[CH:13][C:11]=2[N:12]=1)(=[O:6])=[O:7]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
A solution of product from Step A (1.14 gm, 4.0 mmol) and allyl bromide (0.5 mL, 5.5 mmol) in dimethyl sulfoxide (8 mL) containing potassium carbonate (0.75 gm, 5.4 mmol) was warmed at 60° C. for 15-20 hours. The reaction mixture was poured into water and the product was extracted into ethyl acetate, dried (Na2SO4) and evaporated to give a viscous oil (0.92 gm).
Workup
- extractionthe product was extracted into ethyl acetate
- dry with materialdried (Na2SO4)
- customevaporated
Sources & evidence
- ORD record
- ord-b236e1d2d20647fe8b9d12df24171e7a
- Source dataset
- uspto-grants-1985_03
- Patent number
- US04505923
Reaction notes
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