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191112-98-8

191112-98-8

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Relevant articles and documentsAll total 1 Articles be found

Preparation of N-benzylsulfonamido-1,2-dihydroisoquinolines and their reaction with Raney nickel. A mild, new synthesis of isoquinolines

Larghi, Enrique L.,Kaufman, Teodoro S.

, p. 3159 - 3162 (2007/10/03)

N-benzylsulfonamido-1,2-dihydroisoquinolines react with Raney nickel to provide isoquinotines in excellent yields and under mild, neutral conditions.

Process route upstream and downstream products

Process route

N-(2,2-Dimethoxy-ethyl)-C-phenyl-N-(3,4,5-trimethoxy-benzyl)-methanesulfonamide
191112-92-2

N-(2,2-Dimethoxy-ethyl)-C-phenyl-N-(3,4,5-trimethoxy-benzyl)-methanesulfonamide

5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline
191112-98-8

5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline

Conditions
Conditions Yield
With hydrogenchloride; In 1,4-dioxane; for 0.333333h; Yield given; Heating;
(3,4,5-trimethoxyphenyl)methanol
3840-31-1

(3,4,5-trimethoxyphenyl)methanol

5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline
191112-98-8

5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: PBu3, TMAD / benzene / 3 h / Ambient temperature
2: aq. 6 N HCl / dioxane / 0.33 h / Heating
With hydrogenchloride; tributylphosphine; diamide; In 1,4-dioxane; benzene;
N-(2'',2''-dimethoxyethyl)-3',4',5'-trimethoxyphenylmethylamine
54879-83-3

N-(2'',2''-dimethoxyethyl)-3',4',5'-trimethoxyphenylmethylamine

5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline
191112-98-8

5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 2 M Na2CO3 / toluene / Ambient temperature
2: aq. 6 N HCl / dioxane / 0.33 h / Heating
With hydrogenchloride; sodium carbonate; In 1,4-dioxane; toluene;
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline
191112-98-8

5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: AcOH, NaCNBH3 / ethanol / Heating
2: 2 M Na2CO3 / toluene / Ambient temperature
3: aq. 6 N HCl / dioxane / 0.33 h / Heating
With hydrogenchloride; sodium cyanoborohydride; sodium carbonate; acetic acid; In 1,4-dioxane; ethanol; toluene;
N-(2,2-Dimethoxy-ethyl)-C-phenyl-methanesulfonamide

N-(2,2-Dimethoxy-ethyl)-C-phenyl-methanesulfonamide

5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline
191112-98-8

5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: PBu3, TMAD / benzene / 3 h / Ambient temperature
2: aq. 6 N HCl / dioxane / 0.33 h / Heating
With hydrogenchloride; tributylphosphine; diamide; In 1,4-dioxane; benzene;
5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline
191112-98-8

5,6,7-Trimethoxy-2-phenylmethanesulfonyl-1,2-dihydro-isoquinoline

5,6,7-trimethoxyisoquinoline
36982-71-5

5,6,7-trimethoxyisoquinoline

Conditions
Conditions Yield
With W-2 Raney nickel; In ethanol; for 2.7h; Heating;
61%

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