1-(3-Chloro-4-hydroxyphenyl)-3,3-dimethylurea

Base Information

• Chemical Name: 1-(3-Chloro-4-hydroxyphenyl)-3,3-dimethylurea
• CAS No.: 34637-13-3
• Molecular Formula: C9H11ClN2O2
• Molecular Weight: 214.652
• Hs Code.: 2924299090
• Mol file: 34637-13-3.mol

Synonyms:Hydroxymetoxuron;CHPDMU;N',N'-dimethyl-N-(3-chloro-4-hydroxyphenyl)urea;3-(3-chloro-4-hydroxy-phenyl)-1,1-dimethyl-urea;N-(3-CHLORO-4-HYDROXYPHENYL)-N',N'-DIMETHYLUREA;

Chemical Property of 1-(3-Chloro-4-hydroxyphenyl)-3,3-dimethylurea

Chemical Property:

• Vapor Pressure: 5.65E-07mmHg at 25°C
• Boiling Point: 400.1°Cat760mmHg
• Flash Point: 195.8°C
• PSA: 56.06000
• Density: 1.37g/cm³
• LogP: 2.15270

Purity/Quality:

97% ^*data from raw suppliers

3-(3-CHLORO-4-HYDROXY-PHENYL)-1,1-DIMETHYL-UREA 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(3-Chloro-4-hydroxyphenyl)-3,3-dimethylurea

There total 8 articles about 1-(3-Chloro-4-hydroxyphenyl)-3,3-dimethylurea 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:

DCMU (330-54-1) → N,N-dimethyl-N'-(3-chloro-4-hydroxy-phenyl)-urea (34637-13-3) + 3-(3,4-Dichlorophenyl)-1-methylurea (3567-62-2) + N-(4-chloro-3-hydroxyphenyl)-N',N'-dimethylurea (69342-26-3) + N-(4,4-dichlorophenyl)-N'-formyl-N'-methylurea (76409-92-2)

Guidance literature:

With Fe(OH)⁽²⁺⁾; In water; for 4h; pH=3.35; Further Variations:; Reagents; reagent concentration; Kinetics; Quantum yield; Photolysis;

DOI:10.1002/(SICI)1096-9063(199703)49:3<259::AID-PS526>3.0.CO;2-H

Reference yield:

3-chloro-4-hydroxy-benzoyl azide (905303-79-9) → N,N-dimethyl-N'-(3-chloro-4-hydroxy-phenyl)-urea (34637-13-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / diethyl ether / 20 °C

2: toluene / 60 - 90 °C

3: 0 °C

4: KOH

With potassium hydroxide; triethylamine; In diethyl ether; toluene; 2: Curtius rearrangement;

DOI:10.1021/jf060351i

Reference yield:

acetic acid 4-azidocarbonyl-2-chloro-phenyl ester (905303-81-3) → N,N-dimethyl-N'-(3-chloro-4-hydroxy-phenyl)-urea (34637-13-3)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 60 - 90 °C

2: 0 °C

3: KOH

With potassium hydroxide; In toluene; 1: Curtius rearrangement;

DOI:10.1021/jf060351i

upstream raw materials:

DCMU

acetic acid 2-chloro-4-(3,3-dimethyl-ureido)-phenyl ester

acetic acid 2-chloro-4-isocyanato-phenyl ester

3-chloro-4-hydroxy-benzoyl azide

Downstream raw materials:

2-Chloro-1,4-benzoquinone

N'-3-chloro-4-[2-(3-methyl-4-methoxyphenyl)ethoxy]phenyl-N,N-dimethylurea

Refernces

• 1、 Jolivalt,Neuville,Boyer,Kerhoas,Mougin. "Identification and formation pathway of laccase-mediated oxidation products formed from hydroxyphenylureas". . p. 5046 - 5054. Retrieved 2007/10/03.