5,8-methano-r-4-phenyl-c-4a,c-5,c-8,c-8a-tetrahydro-4H-1,3-benzoxazin-2(3H)-thione

Base Information

• Chemical Name: 5,8-methano-r-4-phenyl-c-4a,c-5,c-8,c-8a-tetrahydro-4H-1,3-benzoxazin-2(3H)-thione
• CAS No.: 132576-83-1
• Molecular Formula: C₁₅H₁₅NOS
• Molecular Weight: 257.356

Synonyms:

Chemical Property of 5,8-methano-r-4-phenyl-c-4a,c-5,c-8,c-8a-tetrahydro-4H-1,3-benzoxazin-2(3H)-thione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,8-methano-r-4-phenyl-c-4a,c-5,c-8,c-8a-tetrahydro-4H-1,3-benzoxazin-2(3H)-thione

There total 4 articles about 5,8-methano-r-4-phenyl-c-4a,c-5,c-8,c-8a-tetrahydro-4H-1,3-benzoxazin-2(3H)-thione 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:

3-phenyl-3a,4,7,7a-tetrahydro-4,7-methanobenzisoxazole (14783-85-8,21469-66-9,22155-18-6) → 5,8-methano-r-4-phenyl-c-4a,c-5,c-8,c-8a-tetrahydro-4H-1,3-benzoxazin-2(3H)-thione (132576-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / lithium aluminum hydride / tetrahydrofuran / 20 h / Heating

2: 1) aqueous KOH, 2) aqueous KOH, aqueous lead(II) nitrate / 1) dioxane, 0 deg C, 5 min, 2) 60 deg C, 10 min

With potassium hydroxide; lithium aluminium tetrahydride; lead(II) nitrate; In tetrahydrofuran;

DOI:10.1002/mrc.1260281210

Reference yield:

bicyclo[2.2.1]hepta-2,5-diene (121-46-0) → 5,8-methano-r-4-phenyl-c-4a,c-5,c-8,c-8a-tetrahydro-4H-1,3-benzoxazin-2(3H)-thione (132576-83-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / triethylamine / diethyl ether / cooling

2: 65 percent / lithium aluminum hydride / tetrahydrofuran / 20 h / Heating

3: 1) aqueous KOH, 2) aqueous KOH, aqueous lead(II) nitrate / 1) dioxane, 0 deg C, 5 min, 2) 60 deg C, 10 min

With potassium hydroxide; lithium aluminium tetrahydride; lead(II) nitrate; triethylamine; In tetrahydrofuran; diethyl ether;

DOI:10.1002/mrc.1260281210

Reference yield:

benzohydroximoyl chloride (698-16-8) → 5,8-methano-r-4-phenyl-c-4a,c-5,c-8,c-8a-tetrahydro-4H-1,3-benzoxazin-2(3H)-thione (132576-83-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / triethylamine / diethyl ether / cooling

2: 65 percent / lithium aluminum hydride / tetrahydrofuran / 20 h / Heating

3: 1) aqueous KOH, 2) aqueous KOH, aqueous lead(II) nitrate / 1) dioxane, 0 deg C, 5 min, 2) 60 deg C, 10 min

With potassium hydroxide; lithium aluminium tetrahydride; lead(II) nitrate; triethylamine; In tetrahydrofuran; diethyl ether;

DOI:10.1002/mrc.1260281210

upstream raw materials:

carbon disulfide

exo-3-aminophenylmethyl-bicyclo<2.2.1>hex-5-en-exo-2-ol

3-phenyl-3a,4,7,7a-tetrahydro-4,7-methanobenzisoxazole

bicyclo[2.2.1]hepta-2,5-diene

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