Thiourea → HCID 86719966, compound

HRID 1402673Notes

Reaction equation

HRID 1402673 reaction equation
Br[CH:2]1[CH2:8][CH2:7][N:6]([C:9]([CH:11]2[CH2:13][CH2:12]2)=[O:10])[CH2:5][CH2:4][C:3]1=O.[NH2:15][C:16]([NH2:18])=[S:17]>C(O)(C)C>[NH2:18][C:16]1[S:17][C:3]2[CH2:4][CH2:5][N:6]([C:9]([CH:11]3[CH2:13][CH2:12]3)=[O:10])[CH2:7][CH2:8][C:2]=2[N:15]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 66611137HCID 66611137, compound

Product 1

HCID 86719966HCID 86719966, compoundYield 11.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A suspension of 5-Bromo-1-cyclopropanecarbonyl-azepan-4-one (3.87 grams, 14.8 mmol, obtained in above step) and thiourea (1.13 grams, 14.8 mmol) in isopropanol (40 mL) was refluxed for 6 hours. After completion of reaction, reaction mass was concentrated and the residue obtained was purified by flash chromatography (methanol/chloroform, 3/97) to obtain the title compound (0.4 grams).

Workup

  1. temperaturewas refluxed for 6 hours
  2. customAfter completion of reaction, reaction mass
  3. concentrationwas concentrated
  4. customthe residue obtained
  5. customwas purified by flash chromatography (methanol/chloroform, 3/97)

Sources & evidence

ORD record
ord-7f23ba53fe114baf830c0b69103db672
Source dataset
uspto-grants-2014_12
Patent number
US08912179B2

Reaction notes

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