1-((1S,2S)-2-(dimethylamino)cyclohexyl)-3-phenylthiourea

Base Information

• Chemical Name: 1-((1S,2S)-2-(dimethylamino)cyclohexyl)-3-phenylthiourea
• CAS No.: 1211566-58-3
• Molecular Formula: C₁₅H₂₃N₃S
• Molecular Weight: 277.434
• Mol file: 1211566-58-3.mol

Synonyms:1-((1S,2S)-2-(dimethylamino)cyclohexyl)-3-phenylthiourea

Chemical Property of 1-((1S,2S)-2-(dimethylamino)cyclohexyl)-3-phenylthiourea

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 1-((1S,2S)-2-(dimethylamino)cyclohexyl)-3-phenylthiourea

There total 3 articles about 1-((1S,2S)-2-(dimethylamino)cyclohexyl)-3-phenylthiourea 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: 80.0%

(1S,2S)-N,N-dimethylcyclohexane-1,2-diamine (894493-95-9) + phenyl isothiocyanate (103-72-0) → 1-((1S,2S)-2-(dimethylamino)cyclohexyl)-3-phenylthiourea (1211566-58-3)

Guidance literature:

In dichloromethane; for 12h; Inert atmosphere;

DOI:10.1002/chem.200902430

Reference yield: 67.0%

N-((1S,2S)-2-(dimethylamino)cyclohexyl)-4-toluenesulfonamide + phenyl isothiocyanate (103-72-0) → 1-((1S,2S)-2-(dimethylamino)cyclohexyl)-3-phenylthiourea (1211566-58-3)

Guidance literature:

C₁₅H₂₄N₂O₂S; With naphthalene; sodium; In 1,2-dimethoxyethane; at -60 ℃; for 0.333333h; Schlenk technique;

phenyl isothiocyanate; In 1,2-dimethoxyethane; at 0 ℃; for 3h;

DOI:10.1002/anie.201610693

Reference yield:

C13H17NO2S → 1-((1S,2S)-2-(dimethylamino)cyclohexyl)-3-phenylthiourea (1211566-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: silver hexafluoroantimonate; (S)-DTBM-SEGPHOS / m-xylene / 192 h / 23 °C / Inert atmosphere; Glovebox; Schlenk technique

2.1: naphthalene; sodium / 1,2-dimethoxyethane / 0.33 h / -60 °C / Schlenk technique

2.2: 3 h / 0 °C

With silver hexafluoroantimonate; naphthalene; (S)-DTBM-SEGPHOS; sodium; In 1,2-dimethoxyethane; m-xylene;

DOI:10.1002/anie.201610693

upstream raw materials:

(1S,2S)-N,N-dimethylcyclohexane-1,2-diamine

phenyl isothiocyanate