ChemicalBook CAS DataBase List 2-CHLORO-N,N-DIMETHYL-4-NITROANILINE

2-CHLORO-N,N-DIMETHYL-4-NITROANILINE synthesis

12synthesis methods

Product Name:2-CHLORO-N,N-DIMETHYL-4-NITROANILINE
CAS Number:6213-19-0
Molecular formula:C8H9ClN2O2
Molecular Weight:200.62

64-18-6 Synthesis

64-18-6
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121-87-9 Synthesis

121-87-9
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6213-19-0
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Yield: 1.54 g

Reaction Conditions:

with sodium tetrahydroborate at 0 - 20; for 2 h;Cooling with ice;

Steps:

IIb-3 5,5'-disulfanediylbis(2-chloro-N1 ,N1-dimethylbenzene-1,4-diamine)
2-Chloro-4-nitroaniline (1 .5 g, 8.6 mmol) was dissolved in formic ac- id (20 ml). The mixture was cooled to 0°C in an ice bath and NaBH₄(1 .31 g, 34.7 mmol) was added portion wise. During the addition, the temperature was not allowed to rise above 5°C. After addition was complete, the mixture was allowed to warm to RT and stirred at RT for 2 hours. After completion of the reaction, the mixture was poured into ice water. Aqueous NH₄CI solution was added to quench unreacted NaBH₄. The mixture was neutralized wit aqueous NaHCO₃and extracted with ethyl acetate. The organic layer was dried over sodium sulphate and concentrated under reduced pressure. The yield of 2- chloro-N,N-dimethyl-4-nitroaniline after flash chromatography (100-200 mesh size silica gel, 2% ethyl acetate in hexane) was 1 .54 g.

References:

MEDEIA THERAPEUTICS LTD;RATILAINEN, Jari;GOLDSTEINS, Gundars WO2014/191632, 2014, A1 Location in patent:Page/Page column 52; 53

121-87-9 Synthesis

121-87-9
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$35.79/250g