Water → HCID 20312933, compound

HRID 2420076Notes

Reaction equation

HRID 2420076 reaction equation
C(N(CC)CC)C.Cl.[CH3:9][NH:10][OH:11].[F:12][C:13]([F:27])([F:26])[C:14]1[CH:15]=[C:16]([N:23]=[C:24]=[O:25])[CH:17]=[CH:18][C:19]=1[N+:20]([O-:22])=[O:21].O>C(Cl)(Cl)Cl>[OH:11][N:10]([CH3:9])[C:24]([NH:23][C:16]1[CH:17]=[CH:18][C:19]([N+:20]([O-:22])=[O:21])=[C:14]([C:13]([F:26])([F:27])[F:12])[CH:15]=1)=[O:25]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 77906N-methylhydroxylamine hydrochlorideHCID 153425614-Isocyanato-1-nitro-2-(trifluoromethyl)benzene

Product 1

HCID 20312933HCID 20312933, compoundYield 44.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

24 ml of triethylamine were added over 5 minutes to a stirred mixture of 15 g of N-methylhydroxylamine hydrochloride in 100 ml of chloroform cooled to 0° C and then 37.5g of 3-trifluoromethyl-4-nitrophenyl isocyanate were added at 20° to 25° C. The mixture was stirred at 20° C for 16 hours and was then poured into water. The mixture was vacuum filtered and the recovered crystals were dried under reduced pressure. The raw product was taken up in hot isopropyl ether and the solution was treated with activated carbon and was evaporated to dryness under reduced pressure to obtain 20 g of N-hydroxy-N-methyl-N'-(3'-trifluoromethyl-4'-nitrophenyl)-urea melting at 129°-130° C.

Workup

  1. filtrationfiltered
  2. customthe recovered crystals were dried under reduced pressure
  3. additionthe solution was treated with activated carbon
  4. customwas evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-2d4e809a04ef481c902f1e55a57ac474
Source dataset
uspto-grants-1978_08
Patent number
US04108993

Reaction notes

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