Thiourea → HCID 12878262, compound

HRID 2287204Notes

Reaction equation

HRID 2287204 reaction equation
[C:1]([C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=1[C:16](=O)[CH:17](Br)[CH2:18][N:19]1[C:27](=[O:28])[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]1=[O:29])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:32][C:33]([NH2:35])=[S:34]>C(O)C.O>[NH2:35][C:33]1[S:34][C:17]([CH2:18][N:19]2[C:20](=[O:29])[C:21]3[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:27]2=[O:28])=[C:16]([C:10]2[CH:11]=[CH:12][C:13]([Cl:15])=[CH:14][C:9]=2[C:1](=[O:8])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[N:32]=1

Participants

5

Reactant 2

HCID 2723790ThioureaHCID 12878258HCID 12878258, compound

Product 1

HCID 12878262HCID 12878262, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A stirred solution of 10 g (0.02 mole) of the end product of Example 2 and 2 g (0.026 mole) of thiourea in 60 ml of ethanol, protected by a drying tube, was refluxed for 1 hr. The yellow solution was poured over ice and diluted with water. The pale yellow solid was collected by filtration, washed with water and air dried on the funnel to give the end product. Recrystallization of a sample from methanol/methylene chloride solution gave pale yellow crystals: mp 253°-255° C.

Workup

  1. temperaturewas refluxed for 1 hr
  2. additionThe yellow solution was poured over ice
  3. filtrationThe pale yellow solid was collected by filtration
  4. washwashed with water and air
  5. customdried on the funnel
  6. customto give the end product
  7. customRecrystallization of a sample from methanol/methylene chloride solution
  8. customgave pale yellow crystals

Sources & evidence

ORD record
ord-07d8ad92afb240fe85533f25b075d906
Source dataset
uspto-grants-1981_05
Patent number
US04269774

Reaction notes

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