Ammonia → 4-Nitroso-N-methylaniline

Initially, 107 g (1.0 mol) of N-methylaniline was added dropwise to a methyl alcohol solution containing 40% HCl with stirring at a temperature between 5° and 10° C. for one and a half hours. Thereafter, 80 g (1.12 mol) of sodium nitrite, of a purity of 97%, was added to the solution obtained at 5° C. After stirring at a temperature between 15° and 25° C. for 15 hours, the solution was poured in 2 l of ice water and the water solution was neutralized to pH 8 with aqueous ammonia after stirring for 15 minutes. Thereafter, 500 ml of heptane was added to the solution. After stirring at a temperature between 10° and 20° C. for 2 hours, the crystals obtained were filtered, washed sufficiently on the filter paper and thereafter dried with hot-air at 50° C. for 48 hours. 69.5 g of N-methyl-p-nitrosoaniline of a melting point of 115°~117° C. was obtained. The yield was 51.1%.

1. customobtained at 5° C
2. stirringAfter stirring at a temperature between 15° and 25° C. for 15 hours
3. stirringafter stirring for 15 minutes
4. stirringAfter stirring at a temperature between 10° and 20° C. for 2 hours
5. customthe crystals obtained
6. filtrationwere filtered
7. washwashed sufficiently on the filter paper
8. customdried with hot-air at 50° C. for 48 hours

ORD record

ord-5026dfc6ec73485d8190aa97ab11e1f5

Source dataset

uspto-grants-1987_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04675355