4-amino-5-chloro-2-methoxybenzonitrile

Base Information

• Chemical Name: 4-amino-5-chloro-2-methoxybenzonitrile
• CAS No.: 31380-91-3
• Molecular Formula: C₈H₇ClN₂O
• Molecular Weight: 182.609
• Mol file: 31380-91-3.mol

Synonyms:4-amino-5-chloro-2-methoxybenzonitrile

Chemical Property of 4-amino-5-chloro-2-methoxybenzonitrile

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

4-Amino-5-chloro-2-methoxy-benzonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-amino-5-chloro-2-methoxybenzonitrile

There total 4 articles about 4-amino-5-chloro-2-methoxybenzonitrile 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: 75.0%

4-amino-5-chloro-2-methoxybenzamide (24190-74-7) → 4-amino-5-chloro-2-methoxybenzonitrile (31380-91-3)

Guidance literature:

With trichlorophosphate; at 50 ℃; for 0.5h;

DOI:10.1248/cpb.47.120

Reference yield:

4-amino-5-chloro-2-methoxybenzoic acid (7206-70-4) → 4-amino-5-chloro-2-methoxybenzonitrile (31380-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfonamide; pyridine / 2.5 h / Inert atmosphere; Heating

2: trichlorophosphate / acetonitrile / 3 h / 80 °C

With pyridine; sulfonamide; trichlorophosphate; In acetonitrile;

DOI:10.1016/j.bmc.2012.08.050

Reference yield:

1H-1,2,3-benzotriazol-1-yl 4-amino-5-chloro-2-methoxybenzoate (171351-19-2) → 4-amino-5-chloro-2-methoxybenzonitrile (31380-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / 29 percent aq. NH₃ / dimethylformamide / 0.5 h / Ambient temperature

2: 75 percent / POCl₃ / 0.5 h / 50 °C

With ammonium hydroxide; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.47.120

upstream raw materials:

4-amino-5-chloro-2-methoxybenzamide

1H-1,2,3-benzotriazol-1-yl 4-amino-5-chloro-2-methoxybenzoate

4-amino-5-chloro-2-methoxybenzoic acid

Downstream raw materials:

2-chloro-5-methoxy-4-<5-(2-piperidylmethyl)-1,2,4-oxadiazol-3-yl>aniline

4-(2-chloro-4-cyano-5-methoxy-phenyl)-2-methylsulfanyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

4-(2-chloro-4-cyano-5-methoxy-phenyl)-2-methanesulfonyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

4-iodo-5-chloro-2-methoxybenzonitrile

Refernces

• 1、 -. "PYRROLOPYRIMIDINE DERIVATIVES HAVING HSP90 INHIBITORY ACTIVITY". Page/Page column 46. . Retrieved 2009/04/25.
• 2、 Suzuki, Takeshi,Iwaoka, Kiyoshi,Imanishi, Naoki,Nagakura, Yukinori,Miyata, Keiji,Nakahara, Hideaki,Ohta, Mitsuaki,Mase, Toshiyasu. "Synthesis of the selective 5-hydroxytryptamine 4 (5-HT4) receptor agonist (+)-(S)-2-chloro-5-methoxy-4-[5-(2-piperidylmethyl)-1,2,4-oxadiazol- 3-yl]aniline". . p. 120 - 122. Retrieved 2007/10/03.