Thiourea → HCID 178490495, compound

HRID 403459Notes

Reaction equation

HRID 403459 reaction equation
C[O-].[Na+:3].[NH2:4][C:5]([NH2:7])=[S:6].C([O:10][C:11](=O)[CH:12]([NH:18][C:19](=[O:30])[C:20]1[CH:25]=[C:24]([CH3:26])[C:23]([O:27][CH3:28])=[C:22]([CH3:29])[CH:21]=1)[C:13](OCC)=[O:14])C>C(O)C>[OH:10][C:11]1[C:12]([NH:18][C:19](=[O:30])[C:20]2[CH:25]=[C:24]([CH3:26])[C:23]([O:27][CH3:28])=[C:22]([CH3:29])[CH:21]=2)=[C:13]([OH:14])[N:7]=[C:5]([S-:6])[N:4]=1.[Na+:3]

Participants

5

Reactant 3

HCID 2723790ThioureaHCID 10942334Sodium MethoxideHCID 67294070Diethyl 2-(4-methoxy-3,5-dimethylbenzoylamino)malonate

Product 1

HCID 178490495HCID 178490495, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

1.5 equivalents of sodium methoxide (30% solution in methanol) were added to 20.6 g of thiourea in 900 ml of absolute ethanol. 91 g of 2-(4-methoxy-3,5-dimethyl-benzoylamino)-malonic acid diethyl ester were added in small portions, and then the mixture was stirred at 60° C. for 3 h. Then the mixture was cooled to room temperature, and the precipitate was filtered off with suction, washed with 100 ml ethanol and 100 ml diethyl ether and dried in vacuo. 78.2 g of the crude title compound were obtained.

Workup

  1. temperatureThen the mixture was cooled to room temperature
  2. filtrationthe precipitate was filtered off with suction
  3. washwashed with 100 ml ethanol and 100 ml diethyl ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-053d21340da5426990ac0d66e50f24b1
Source dataset
uspto-grants-2014_06
Patent number
US08748436B2

Reaction notes

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