Acetone → HCID 54094606, compound

HRID 1389949Notes

Reaction equation

HRID 1389949 reaction equation
N[C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH:11][CH3:12])=[O:10])[CH:5]=[CH:6][CH:7]=1.[CH3:13][C:14]([CH3:16])=O.C([N:19]([CH2:22]C)CC)C.ClC1C=C[S:27]C=1C(OC(C)C)=O>O>[CH:14]([NH:19][C:22]([C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH:11][CH3:12])=[O:10])[CH:5]=[CH:6][CH:7]=1)=[S:27])([CH3:16])[CH3:13]

Participants

6

Reactant 4

HCID 180AcetoneHCID 8471TriethylamineHCID 21467107N-(3-Aminophenyl)-N′-methylureaHCID 70376657HCID 70376657, compound

Product 1

HCID 54094606HCID 54094606, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Eleven and one-half grams of 1(3'-amino phenyl)3-methyl urea is dissolved in 100 ml. of acetone and 7.1 g. of triethylamine added. Isopropyl chlorothiolformate, 9.7 g., is added dropwise with stirring and when reaction is complete, the mixture is poured into approximately 500 ml. of cold water. The product is recovered by filtration and washed with dilute NaOH, dilute HCl, water and dried in the vacuum oven. There is obtained 16 g., m.p. 175°-178° C., of the title compound.

Workup

  1. addition, is added dropwise
  2. customwhen reaction
  3. additionthe mixture is poured into approximately 500 ml
  4. filtrationThe product is recovered by filtration
  5. washwashed with dilute NaOH, dilute HCl, water
  6. customdried in the vacuum oven
  7. customThere is obtained 16 g

Sources & evidence

ORD record
ord-250ff23d52844762a8d1ad00780e3b75
Source dataset
uspto-grants-1981_01
Patent number
USRE030495

Reaction notes

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