4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-1,3,4,4a,5,6,7,8-octahydro-cycloheptapyrimidine-2-thione

Base Information

• Chemical Name: 4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-1,3,4,4a,5,6,7,8-octahydro-cycloheptapyrimidine-2-thione
• CAS No.: 888724-16-1
• Molecular Formula: C₂₂H₂₂Cl₂N₂O₂S
• Molecular Weight: 449.401

Synonyms:4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-1,3,4,4a,5,6,7,8-octahydro-cycloheptapyrimidine-2-thione

Chemical Property of 4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-1,3,4,4a,5,6,7,8-octahydro-cycloheptapyrimidine-2-thione

Chemical Property:

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Technology Process of 4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-1,3,4,4a,5,6,7,8-octahydro-cycloheptapyrimidine-2-thione

There total 2 articles about 4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-1,3,4,4a,5,6,7,8-octahydro-cycloheptapyrimidine-2-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: 68.0%

2,7-bis-(4-chloro-phenyl)-1,6-dioxa-dispiro[2.1.2.4]undecan-4-one (888724-10-5) + thiourea (17356-08-0) → 4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-1,3,4,4a,5,6,7,8-octahydro-cycloheptapyrimidine-2-thione (888724-16-1)

Guidance literature:

With potassium hydroxide; In ethanol; for 3h; Heating;

DOI:10.1002/ardp.200500982

Reference yield:

(2E,7E)-2,7-bis(4-chlorobenzylidene)cycloheptanone (140401-79-2) → 4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-1,3,4,4a,5,6,7,8-octahydro-cycloheptapyrimidine-2-thione (888724-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / aq. NaOH; aq. H₂O₂ / acetone; dioxane / 8 h / 20 °C

2: 68 percent / KOH / ethanol / 3 h / Heating

With potassium hydroxide; sodium hydroxide; dihydrogen peroxide; In 1,4-dioxane; ethanol; acetone;

DOI:10.1002/ardp.200500982

Reference yield: 70.0%

4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-1,3,4,4a,5,6,7,8-octahydro-cycloheptapyrimidine-2-thione (888724-16-1) + 4-nitrobenzaldehdye (555-16-8) + chloroacetic acid (79-11-8) → 4-(4-Chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-2-[1-(4-nitro-phenyl)-meth-(E)-ylidene]-4,4a,5,6,7,8-hexahydro-1-thia-3a,10-diaza-cyclohepta[f]inden-3-one

Guidance literature:

With sodium acetate; In acetic anhydride; acetic acid; for 3h; Heating;

DOI:10.1002/ardp.200500982

upstream raw materials:

2,7-bis-(4-chloro-phenyl)-1,6-dioxa-dispiro[2.1.2.4]undecan-4-one

thiourea

(2E,7E)-2,7-bis(4-chlorobenzylidene)cycloheptanone

Downstream raw materials:

4-(4-chloro-phenyl)-9-[(4-chloro-phenyl)-hydroxy-methyl]-4a-hydroxy-4,4a,5,6,7,8-hexahydro-1-thia-3a,10-diaza-cyclohepta[f]inden-3-one

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