(E)-2-chloro-3-methoxy-N-methyl-5-<2-methyl-3-<(1-methyl-1H-imidazol-2-yl)thio>-1-propenyl>benzamine

Base Information

Chemical Name:(E)-2-chloro-3-methoxy-N-methyl-5-<2-methyl-3-<(1-methyl-1H-imidazol-2-yl)thio>-1-propenyl>benzamine
CAS No.:99560-34-6
Molecular Formula:C₁₆H₂₀ClN₃OS
Molecular Weight:337.873
Hs Code.:

Synonyms:(E)-2-chloro-3-methoxy-N-methyl-5-<2-methyl-3-<(1-methyl-1H-imidazol-2-yl)thio>-1-propenyl>benzamine

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Chemical Property of (E)-2-chloro-3-methoxy-N-methyl-5-<2-methyl-3-<(1-methyl-1H-imidazol-2-yl)thio>-1-propenyl>benzamine

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Technology Process of (E)-2-chloro-3-methoxy-N-methyl-5-<2-methyl-3-<(1-methyl-1H-imidazol-2-yl)thio>-1-propenyl>benzamine

There total 5 articles about (E)-2-chloro-3-methoxy-N-methyl-5-<2-methyl-3-<(1-methyl-1H-imidazol-2-yl)thio>-1-propenyl>benzamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

: 99560-33-5
(E)-N-<2-chloro-3-methoxy-5-<2-methyl-3-<(1-methyl-1H-imidazol-2-yl)thio>-1-propenyl>phenyl>-2,2,2-trifluoro-N-methylacetamide

: 99560-34-6
(E)-2-chloro-3-methoxy-N-methyl-5-<2-methyl-3-<(1-methyl-1H-imidazol-2-yl)thio>-1-propenyl>benzamine

Guidance literature:: With potassium carbonate; In methanol; water; for 16h; Ambient temperature;
DOI:10.1021/jo00350a098

Reference yield:

: 99560-38-0
(E)-3-<4-chloro-3-methoxy-5-(methylamino)phenyl>-2-methyl-2-propenal

: 99560-34-6
(E)-2-chloro-3-methoxy-N-methyl-5-<2-methyl-3-<(1-methyl-1H-imidazol-2-yl)thio>-1-propenyl>benzamine

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / NaBH₄ / methanol / 3 h / 0 - 5 °C

2: 98 percent / Na₂CO₃ / diethyl ether / 0.5 h

3: buffer / methanol / 1 h / Ambient temperature; pH 10

4: 65 percent / p-TsCl, 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

5: 1.) MeONa / 1.) MeOH, 5 min, 2.) MeOH, 22 h

6: 93 percent / K₂CO₃*1.5H₂O / methanol; H₂O / 16 h / Ambient temperature

With dmap; sodium tetrahydroborate; sodium methylate; sodium carbonate; potassium carbonate; triethylamine; p-toluenesulfonyl chloride; In methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/jo00350a098

Reference yield:

: 99560-26-6
(E)-3-<4-chloro-3-methoxy-5-(methylamino)phenyl>-2-methyl-2-propen-1-ol

: 99560-34-6
(E)-2-chloro-3-methoxy-N-methyl-5-<2-methyl-3-<(1-methyl-1H-imidazol-2-yl)thio>-1-propenyl>benzamine

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / Na₂CO₃ / diethyl ether / 0.5 h

2: buffer / methanol / 1 h / Ambient temperature; pH 10

3: 65 percent / p-TsCl, 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) MeONa / 1.) MeOH, 5 min, 2.) MeOH, 22 h

5: 93 percent / K₂CO₃*1.5H₂O / methanol; H₂O / 16 h / Ambient temperature

With dmap; sodium methylate; sodium carbonate; potassium carbonate; triethylamine; p-toluenesulfonyl chloride; In methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/jo00350a098