cis-4-{4-[5-(3-chlorophenyl)[1,3,4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylic acid

Base Information

• Chemical Name: cis-4-{4-[5-(3-chlorophenyl)[1,3,4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylic acid
• CAS No.: 1239310-89-4
• Molecular Formula: C₂₂H₂₀ClN₃O₄S
• Molecular Weight: 457.938
• Mol file: 1239310-89-4.mol

Synonyms:cis-4-{4-[5-(3-chlorophenyl)[1,3,4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylic acid

Chemical Property of cis-4-{4-[5-(3-chlorophenyl)[1,3,4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-4-{4-[5-(3-chlorophenyl)[1,3,4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylic acid

There total 6 articles about cis-4-{4-[5-(3-chlorophenyl)[1,3,4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylic acid 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:

methyl cis-4-{4-[5-(3-chlorophenyl)[1.3.4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylate (1239310-92-9) → cis-4-{4-[5-(3-chlorophenyl)[1,3,4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylic acid (1239310-89-4)

Guidance literature:

methyl cis-4-{4-[5-(3-chlorophenyl)[1.3.4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylate; With lithium hydroxide monohydrate; In tetrahydrofuran; for 18h;

With sulfur dioxide; In water;

Reference yield:

trans-4-hydroxycyclohexane-1-carboxylic acid methyl ester (3618-03-9,17449-76-2,6125-57-1) → cis-4-{4-[5-(3-chlorophenyl)[1,3,4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylic acid (1239310-89-4)

Guidance literature:

Multi-step reaction with 4 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18 h / 20 °C

2: trifluoroacetic acid / dichloromethane; diethyl ether / 5 h / 4 - 20 °C

3: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane; N,N-dimethyl-formamide / 24 h / 20 °C

4: lithium hydroxide monohydrate / tetrahydrofuran / 18 h

With lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

tert-butyl 4-hydroxybenzoate (25804-49-3) → cis-4-{4-[5-(3-chlorophenyl)[1,3,4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylic acid (1239310-89-4)

Guidance literature:

Multi-step reaction with 4 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18 h / 20 °C

2: trifluoroacetic acid / dichloromethane; diethyl ether / 5 h / 4 - 20 °C

3: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane; N,N-dimethyl-formamide / 24 h / 20 °C

4: lithium hydroxide monohydrate / tetrahydrofuran / 18 h

With lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

trans-4-hydroxycyclohexane-1-carboxylic acid methyl ester

methyl cis-4-{4-[5-(3-chlorophenyl)[1.3.4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylate

tert-butyl 4-hydroxybenzoate

trans-4-hydroxycyclohexanecarboxylic acid

Refernces