1,2-Benzenediamine,4-(propylthio)- supplier

Name
4-(Propylthio)-1,2-phenylenediamine
EINECS
CAS No. 66608-52-4
Article Data12
CAS DataBase
Density 1.13 g/cm³
Solubility
Melting Point 46-47 °C
Formula C₉H₁₄N₂S
Boiling Point 352.3 °C at 760 mmHg
Molecular Weight 182.29
Flash Point 166.8 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-(Propylthio)-1,2-phenylenediamine;4-Propylthio-o-phenylenediamine;
PSA 77.34000
LogP 3.51550

Synthetic route

: 54393-89-4
1-amino-2-nitro-4-n-propylthiobenzene

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

Conditions

Conditions	Yield
With sodium hydrogen sulfide In water at 30 - 60℃; for 5h;	98.6%
With nickel-aluminum alloy; ammonium chloride In water at 80 - 90℃;	96.7%
With Saccharomyces cerevisiae; methanol; sodium hydroxide In water	59%

: 141421-20-7
5-n-propylthio-2H-benzimidazole-2-spirocyclohexane

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

Conditions

Conditions	Yield
With sodium dithionite In ethanol Heating;	74%
With sodium dithionite In ethanol at 80℃; for 2h;	74%

: 57780-75-3
2-nitro-5-n-propylthioaniline

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol at 25℃;
With sodium dithionite In ethanol; water at 60℃;
With sodium sulfide In ethanol for 6h; Reflux;

: 1635-61-6
5-chloro-2-nitroaniline

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 98.5 percent / NaOH / ethane-1,2-diol; H2O / 5 h / Heating 2: H2 / Pd/C / ethanol / 25 °C View Scheme
Multi-step reaction with 2 steps 1.1: potassium sulfide / ethanol; water / 70 - 78 °C 1.2: 2 h / Reflux 2.1: sodium sulfide / ethanol / 6 h / Reflux View Scheme

: 94526-10-0
5-chloro-2H-benzimidazole-2-spirocyclohexane

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / propan-1-ol / -10 - 0 °C 2: 74 percent / Na2S2O4 / aq. ethanol / Heating View Scheme

: 27429-80-7
spiro[2H-benzimidazole-2,1'-cyclohexane]

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / propan-1-ol / -10 - 0 °C 2: 74 percent / Na2S2O4 / aq. ethanol / Heating View Scheme

: 88-74-4
2-nitro-aniline

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: chlorine / methanol / 7 h / 10 °C / Industry scale 2.1: sodium hydroxide / water; propan-1-ol / 35 °C / Industry scale 3.1: water; propan-1-ol / 40 - 60 °C / Industry scale 3.2: 60 °C 4.1: sodium hydrogen sulfide / methanol / 50 - 70 °C / Industry scale View Scheme
Multi-step reaction with 3 steps 1: chlorine / methanol / 7 h / 10 °C / Large scale 2: sodium hydroxide; water / propan-1-ol / 35 - 60 °C / Large scale 3: sodium hydrogensulfide / methanol / 50 - 70 °C / Large scale View Scheme

: 54029-45-7
2-nitro-4-thiocyanoaniline

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide / water; propan-1-ol / 35 °C / Industry scale 2.1: water; propan-1-ol / 40 - 60 °C / Industry scale 2.2: 60 °C 3.1: sodium hydrogen sulfide / methanol / 50 - 70 °C / Industry scale View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide; water / propan-1-ol / 35 - 60 °C / Large scale 2: sodium hydrogensulfide / methanol / 50 - 70 °C / Large scale View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water / 1 h / 30 - 40 °C / Inert atmosphere 1.2: 2.5 h / 50 - 60 °C / Inert atmosphere 2.1: sodium hydroxide; iron(III) chloride; pyrographite; hydrazine / methanol / 3.5 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: sodium hydroxide / 1.5 h 2: hydrogenchloride / propan-1-ol; water / 100 °C / 9000.9 Torr / pH 3 / Autoclave 3: sodium hydrogen sulfide / water / 5 h / 30 - 60 °C View Scheme

: sodium 4-amino-3-nitrobenzenethiolate

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: water; propan-1-ol / 40 - 60 °C / Industry scale 1.2: 60 °C 2.1: sodium hydrogen sulfide / methanol / 50 - 70 °C / Industry scale View Scheme

: 80983-47-7
4-amino-3-nitrobenzenethiol

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / propan-1-ol; water / 100 °C / 9000.9 Torr / pH 3 / Autoclave 2: sodium hydrogen sulfide / water / 5 h / 30 - 60 °C View Scheme

: 21729-98-6
methyl-N-cyano carbamate

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 54965-21-8
albendazole

Conditions

Conditions	Yield
In methanol at 65℃; for 3h;	98.32%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 506-77-4
cyanogen chloride

: 6-(propylthio)-1H-benzo[d]imidazol-2-amine

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 3 - 45℃; for 2h; pH=4; pH-value; Temperature;	95.21%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 76-05-1
trifluoroacetic acid

: 130772-97-3
6-Propylsulfanyl-2-trifluoromethyl-1H-benzoimidazole

Conditions

Conditions	Yield
With hydrogenchloride Heating;	85%
With hydrogenchloride Heating;	60%

: 108-94-1
cyclohexanone

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 141421-17-2
1,3-dihydro-5-n-propylthio-2H-benzimidazole-2-spirocyclohexane

Conditions

Conditions	Yield
at 50 - 60℃; for 0.5h;	82%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 79463-77-7
N-cyanodiphenylcarbonimidate

: 110821-26-6
5-propylthio-2-cyanoaminobenzimidazole

Conditions

Conditions	Yield
In methanol for 6h; Heating;	75%

: 21510-59-8
trichloromethylphosphonyl dichloride

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 5-propylsulfanyl-2-trichloromethyl-1,3-dihydro-benzo[1,3,2]diazaphosphole 2-oxide

Conditions

Conditions	Yield
With triethylamine In toluene at 60 - 70℃; Condensation;	68%

: 18350-98-6
2,6-dimethylphenyl dichlorophosphoric acid

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 2-(2',6'-dimethylphenoxy)-2,3-dihydro-5-propyl-thio-1H-1,3,2-benzodiaza-phosphole 2-oxide

Conditions

Conditions	Yield
With triethylamine In toluene at 60 - 70℃; Condensation;	66%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 40943-37-1
O-methyl-N-(methoxycarbonyl)-isourea

: 54965-21-8
Albendazole

Conditions

Conditions	Yield
With ethylenediaminetetraacetic acid; acetic acid In methanol at 110℃; for 5h; Inert atmosphere; Reflux;	65.1%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 772-79-2
4-chlorophenylphosphorodichloridate

: 2-(4-chloro-phenoxy)-5-propylsulfanyl-1,3-dihydro-benzo[1,3,2]diazaphosphole 2-oxide

Conditions

Conditions	Yield
With triethylamine In toluene at 60 - 70℃; Condensation;	65%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 15074-54-1
2-chlorophenyl dichlorophosphate

: 2-(2-chloro-phenoxy)-5-propylsulfanyl-1,3-dihydro-benzo[1,3,2]diazaphosphole 2-oxide

Conditions

Conditions	Yield
With triethylamine In toluene at 60 - 70℃; Condensation;	63%

: 19430-75-2
2,4-dichlorophenylphosphorodichloridate

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 2-(2,4-dichloro-phenoxy)-5-propylsulfanyl-1,3-dihydro-benzo[1,3,2]diazaphosphole 2-oxide

Conditions

Conditions	Yield
With triethylamine In toluene at 60 - 70℃; Condensation;	62%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 76-05-1
trifluoroacetic acid

: 5-Propylsulfanyl-2-trifluoromethyl-1H-benzoimidazole

Conditions

Conditions	Yield
With hydrogenchloride for 0.5h; Heating;	60%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 770-12-7
O-phenyl phosphorodichloridate

: 2-phenoxy-5-propylsulfanyl-1,3-dihydro-benzo[1,3,2]diazaphosphole 2-oxide

Conditions

Conditions	Yield
With triethylamine In toluene at 60 - 70℃; Condensation;	60%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 878-17-1
4-methylphenyl phosphorodichloridate

: 5-propylsulfanyl-2-p-tolyloxy-1,3-dihydro-benzo[1,3,2]diazaphosphole 2-oxide

Conditions

Conditions	Yield
With triethylamine In toluene at 60 - 70℃; Condensation;	59%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 6964-36-9
2-methylphenyl phosphorodichloridate

: 5-propylsulfanyl-2-o-tolyloxy-1,3-dihydro-benzo[1,3,2]diazaphosphole 2-oxide

Conditions

Conditions	Yield
With triethylamine In toluene at 60 - 70℃; Condensation;	57%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 77014-57-4
C8H9Cl2O2P

: 2-(2,5-dimethyl-phenoxy)-5-propylsulfanyl-1,3-dihydro-benzo[1,3,2]diazaphosphole 2-oxide

Conditions

Conditions	Yield
With triethylamine In toluene at 60 - 70℃; Condensation;	55%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 940-18-1
m-Tolyl dichlorophosphate

: 5-propylsulfanyl-2-m-tolyloxy-1,3-dihydro-benzo[1,3,2]diazaphosphole 2-oxide

Conditions

Conditions	Yield
With triethylamine In toluene at 60 - 70℃; Condensation;	52%

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 1,3-bis(methoxycarbonyl)-S-methyl-isothiourea

: 54965-21-8
albendazole

Conditions

Conditions	Yield
In methanol Heating;	44%

: 34840-23-8
1,3-Dicarbomethoxy-S-methylisothiourea

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 54965-21-8
Albendazole

Conditions

Conditions	Yield
In methanol; water for 3h; Heating;	44%

: 420-04-2
CYANAMID

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 79-22-1
methyl chloroformate

: 54965-21-8
albendazole

Conditions

Conditions	Yield
In water; acetone Heating; pH 5-8.5;	30%

...Expand

: 420-04-2
CYANAMID

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 79-22-1
methyl chloroformate

: 54965-21-8
Albendazole

Conditions

Conditions	Yield
With sodium hydroxide In hydrogenchloride; water; acetone at 93℃;	30%

...Expand

: 6374-26-1
diethyl phosphorisothiocyanatidate

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 66608-38-6
4-Propylthio-N,N'-bis-(N-diethoxyphosphoryl-thiocarbamoyl)-1,2-phenylendiamin

Conditions

Conditions	Yield
In toluene
In chloroform

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 6-(propane-1-sulfinyl)-2-trifluoromethyl-1H-benzoimidazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / aq. HCl / Heating 2: 86 percent / m-CPBA / CHCl3 / 0.5 h / 5 °C View Scheme

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 141421-20-7
5-n-propylthio-2H-benzimidazole-2-spirocyclohexane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 82 percent / 0.5 h / 50 - 60 °C 2: 82 percent / KMnO4, Bu4NBr / CH2Cl2; H2O View Scheme

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 141421-26-3
5,6-dipropylthio-2H-benzimidazole-2-spirocyclohexane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 82 percent / 0.5 h / 50 - 60 °C 2: 82 percent / KMnO4, Bu4NBr / CH2Cl2; H2O 3: 22 percent / propan-1-ol / 24 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1: 82 percent / 0.5 h / 50 - 60 °C 2: 82 percent / KMnO4, Bu4NBr / CH2Cl2; H2O 3: 7 percent / propan-1-ol / 12 h / Ambient temperature View Scheme

: 66608-52-4
4-(propylthio)-1,2-phenylenediamine

: 141421-32-1
4,6-dipropylthio-2H-benzimidazole-2-spirocyclohexane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 82 percent / 0.5 h / 50 - 60 °C 2: 82 percent / KMnO4, Bu4NBr / CH2Cl2; H2O 3: 11 percent / propan-1-ol / 24 h / Ambient temperature View Scheme

1,2-Benzenediamine,4-(propylthio)- Specification

This chemical is called 1,2-Benzenediamine,4-(propylthio)-, and its systematic name is 4-(propylsulfanyl)benzene-1,2-diamine. With the molecular formula of C₉H₁₄N₂S, its molecular weight is 182.28586. The CAS registry number of this chemical is 66608-52-4.

Other characteristics of the 1,2-Benzenediamine,4-(propylthio)- can be summarised as followings: (1)ACD/LogP: 1.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.51; (4)ACD/LogD (pH 7.4): 1.53; (5)ACD/BCF (pH 5.5): 8.16; (6)ACD/BCF (pH 7.4): 8.55; (7)ACD/KOC (pH 5.5): 154.36; (8)ACD/KOC (pH 7.4): 161.61; (9)#H bond acceptors: 2; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 31.78 Å²; (13)Index of Refraction: 1.614; (14)Molar Refractivity: 55.88 cm³; (15)Molar Volume: 160.1 cm³; (16)Polarizability: 22.15×10^-24cm³; (17)Surface Tension: 52.9 dyne/cm; (18)Density: 1.13 g/cm³; (19)Flash Point: 166.8 °C; (20)Enthalpy of Vaporization: 59.71 kJ/mol; (21)Boiling Point: 352.3 °C at 760 mmHg; (22)Vapour Pressure: 3.88E-05 mmHg at 25°C.

Uses of this chemical: The 1,2-Benzenediamine,4-(propylthio)- could react with trifluoroacetic acid to obtain the 6-propylsulfanyl-2-trifluoromethyl-1H-benzoimidazole. This reaction needs the reagent of aq. HCl. The yield is 85 %. Additionally, this reaction needs the condition of heating.

The 1,2-Benzenediamine,4-(propylthio)- could react with trifluoroacetic acid to obtain the 6-propylsulfanyl-2-trifluoromethyl-1H-benzoimidazole

You can still convert the following datas into molecular structure:
1.SMILES: S(c1cc(c(cc1)N)N)CCC
2.InChI: InChI=1/C9H14N2S/c1-2-5-12-7-3-4-8(10)9(11)6-7/h3-4,6H,2,5,10-11H2,1H3
3.InChIKey: YXXYBJDTATZCOJ-UHFFFAOYAI

Product Name

4-(Propylthio)-1,2-phenylenediamine

Synthetic route

1,2-Benzenediamine,4-(propylthio)- Specification

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