Water → HCID 21412476, compound

HRID 2071798Notes

Reaction equation

HRID 2071798 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH3:5][O:6][C:7]([NH:9][C:10](=[S:27])[NH:11][C:12]1[CH:13]=[C:14]([CH:16]=[CH:17][C:18]=1[NH:19][C:20]([NH:22][C:23]([O:25][CH3:26])=[O:24])=[S:21])[NH2:15])=[O:8].C(=O)(O)[O-].[Na+].O>CC(C)=O>[C:1]([NH:15][C:14]1[CH:16]=[CH:17][C:18]([NH:19][C:20]([NH:22][C:23]([O:25][CH3:26])=[O:24])=[S:21])=[C:12]([NH:11][C:10]([NH:9][C:7]([O:6][CH3:5])=[O:8])=[S:27])[CH:13]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 516892Sodium BicarbonateHCID 21412481HCID 21412481, compound

Product 1

HCID 21412476HCID 21412476, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Acetyl chloride (1.66 g; 0.0212 mole) was added dropwise during five minutes to a stirred suspension of 3,4-bis-(3-methoxycarbonyl-2-thioureido)aniline (4.0 g; 0.0112 mole) and sodium bicarbonate (1.78 g; 0.0212 mole) in dry acetone (50 ml). The temperature of the reaction mixture rose spontaneously to 30° C. After completion of the addition, the mixture was refluxed with stirring for 6 hours, cooled and poured into water. The solid which separated was filtered off, washed well with water and crystallised from ethanol to give 4-acetamido-1,2-bis-(3-methoxycarbonyl-2-thioureido)benzene, m.p. 183°-185° C. (with decomposition).

Workup

  1. customrose spontaneously to 30° C
  2. additionAfter completion of the addition
  3. temperaturethe mixture was refluxed
  4. temperaturecooled
  5. customThe solid which separated
  6. filtrationwas filtered off
  7. washwashed well with water
  8. customcrystallised from ethanol

Sources & evidence

ORD record
ord-10bbc5fa083c4af69dbe8da209c8ec15
Source dataset
uspto-grants-1977_09
Patent number
US04048326

Reaction notes

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