Acetone → N-[(2-methyl-5-nitrophenyl)carbamothioyl]acetamide

HRID 453653Notes

Reaction equation

HRID 453653 reaction equation
[S-:1][C:2]#[N:3].[NH4+].[Cl-].[CH3:6][C:7](C)=[O:8].[CH3:10][C:11]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][C:12]=1[NH2:13]>O>[C:7]([NH:3][C:2]([NH:13][C:12]1[CH:14]=[C:15]([N+:18]([O-:20])=[O:19])[CH:16]=[CH:17][C:11]=1[CH3:10])=[S:1])(=[O:8])[CH3:6]

Participants

6

Reactant 4

HCID 180AcetoneHCID 312ChlorideHCID 74442-Methyl-5-NitroanilineHCID 15666Ammonium thiocyanate

Product 1

HCID 1546295N-[(2-methyl-5-nitrophenyl)carbamothioyl]acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

In a reactor, introduce ammonium thiocyanate (25 kg, 328.43 mol), acetyle chloride (24 kg, 337.53 mol), acetone (225 L) and 2-methyl-5-nitroaniline (Int1) (42 kg, 276.04 mol). Temperature was maintained at 25±10° C. for approximately 4 hours. Water (413 L) was added and reaction mixture was stirred for approximately 1 hour. The precipitate filtered, washed with water and diisopropylether. The product was then dried in a tray drier at 45-50° C.

Workup

  1. customreaction mixture
  2. filtrationThe precipitate filtered
  3. washwashed with water and diisopropylether
  4. customThe product was then dried in a tray drier at 45-50° C.

Sources & evidence

ORD record
ord-81e2f295f4794d9181cd209cde02fc2f
Source dataset
uspto-grants-2013_07
Patent number
US08492545B2

Reaction notes

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