7669-54-7 Usage
Chemical Properties
yellow to gold crystalline powder or needles
Uses
2-Nitrobenzenesulfenyl Chloride is used in the synthesis of α-amino phosphonic acids
Preparation
CAUTION: This chloride is explosive, and the solvent has to be removed under reduced pressure.
To a 500-ml, three-necked flask equipped with a mechanical stirrer, thermometer, gas addition tube, and condenser is added 200 ml of dry carbon tetrachloride, 30 gm (0.1 mole) of 2,2'-dinitrophenyl disulfide, and 0.05 gm of iodine as a catalyst. The suspension is heated to 50-60°C, and chlorine gas is added at such a flow rate that 10 gm (0.14 mole) is added over a 2-2^-hr period at this temperature. After this time, the solid starting disulfide finally goes into solution, and the warm dark yellow solution is filtered. The solution is cooled to 5°C, and the product that crystallizes out is filtered and dried to afford 25.2-27.0 gm (66-71%), m.p. 73-74.5°C.
Purification Methods
Recrystallise it from CCl4 (2mL/g), filter off the solution at 5o (recovery 75%). It has also been recrystallised from pet ether (b 40-60o), dried rapidly at 50o and stored in a brown glass bottle, sealed well and stored away from moisture. [Hubacher Org Synth Coll Vol II 455 1943, Ito et al. Chem Pharm Bull Jpn 26 296 1978, Beilstein 6 I 157.]
Check Digit Verification of cas no
The CAS Registry Mumber 7669-54-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,6,6 and 9 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 7669-54:
(6*7)+(5*6)+(4*6)+(3*9)+(2*5)+(1*4)=137
137 % 10 = 7
So 7669-54-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H4ClNO2S/c7-11-6-4-2-1-3-5(6)8(9)10/h1-4H
7669-54-7Relevant articles and documents
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Oae,Sakurai
, p. 3759 (1975)
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Synthesis and evaluation of novel sulfenamides as novel anti Methicillin-resistant Staphylococcus aureus agents
Shang, Jian-Li,Guo, Hui,Li, Zai-Shun,Ren, Biao,Li, Zheng-Ming,Dai, Huan-Qin,Zhang, Li-Xin,Wang, Jian-Guo
supporting information, p. 724 - 727 (2013/02/25)
A total of 29 novel sulfenamide compounds were synthesized, spectroscopically characterized and evaluated in vitro for antimicrobial activity against various infectious pathogens. Compounds 1b and 2c exhibited potent inhibition against clinical Methicillin-resistant Staphylococcus aureus (MRSA) strains with minimum inhibitory concentration (MIC) values of 1.56 μg/mL.
Electrophilic Substitution in Indoles. Part 16. The Formation of Indolobenzothiazines and Indolobenzothiazepines in Intramolecular Cyclisation of (o-Nitrophenylthio)indoles
Jackson, Anthony N.,Johnston, David K.,Shannon, Patrick V. R.
, p. 2017 - 2063 (2007/10/02)
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