Ethanol → HCID 54464891, compound

HRID 2352182Notes

Reaction equation

HRID 2352182 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:15]=[C:16](C(=O)C)[CH:17]=[CH:18][CH:19]=3)[N:8]=2)[CH:2]=1.Cl.[NH2:24][NH:25][C:26]([NH2:28])=[O:27].[CH2:29](O)[CH3:30]>[OH-].[Na+]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([C:29](=[N:24][NH:25][C:26]([NH2:28])=[O:27])[CH3:30])=[CH:16][CH:15]=3)[N:8]=2)[CH:2]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 11236Semicarbazide hydrochlorideHCID 14347154HCID 14347154, compound

Product 1

HCID 54464891HCID 54464891, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A 2.9 g portion of 1-[3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]ethanone was mixed with 1.23 g of semicarbazide hydrochloride in 200 ml of absolute ethanol and 1.10 ml of 10N sodium hydroxide was added. This mixture was refluxed overnight, then cooled to room temperature and the solid collected and washed with ethanol, water and ethanol. The solid was recrystallized from dimethylsulfoxide/ethanol, giving 2.9 g of the desired product, mp 256°-258° C.

Workup

  1. additionwas added
  2. temperatureThis mixture was refluxed overnight
  3. customthe solid collected
  4. washwashed with ethanol, water and ethanol
  5. customThe solid was recrystallized from dimethylsulfoxide/ethanol

Sources & evidence

ORD record
ord-88838275d82d4632b34f0398d4547f59
Source dataset
uspto-grants-1989_10
Patent number
US04876252

Reaction notes

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