Benzene → HCID 67859241, compound

HRID 1587493Notes

Reaction equation

HRID 1587493 reaction equation
C1C=CC=CC=1.[C:7](Cl)(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:16]([O:18][C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][C:28]=1[O:29][CH2:30]C)[C:25](=[C:32]([S:35][CH2:36][CH:37]([OH:45])[CH2:38][N:39]1[CH2:44][CH2:43][O:42][CH2:41][CH2:40]1)[C:33]#[N:34])[NH:24][CH2:23][CH2:22]2)C>C(N(CC)CC)C>[CH3:16][O:18][C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][C:28]=1[O:29][CH3:30])[C:25](=[C:32]([S:35][CH2:36][CH:37]([O:45][C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:38][N:39]1[CH2:40][CH2:41][O:42][CH2:43][CH2:44]1)[C:33]#[N:34])[NH:24][CH2:23][CH2:22]2

Participants

5

Reactant 3

HCID 241BenzeneHCID 7412Benzoyl chlorideHCID 67859005HCID 67859005, compound

Product 1

HCID 67859241HCID 67859241, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

After adding 40 ml of benzene, 1.0 g of triethylamine and 1.5 g of benzoyl chloride to 4.06 g of 2-(6,7-diethoxy-1,2,3,4-tetrahydro-1-isoquinolinylidene)-2-[2-hydroxy-3-(4-morpholinyl)propyl]mercaptoacetonitrile, the reaction mixture is refluxed for 45 minutes, then cooled down and filtered. After evaporating the filtrate, the residue crystallizes out on adding ethyl acetate to obtain the named product in a yield of 3.25 g, m.p.: 144° C. (from isopropanol).

Workup

  1. temperaturethe reaction mixture is refluxed for 45 minutes
  2. temperaturecooled down
  3. filtrationfiltered
  4. customAfter evaporating the filtrate
  5. customthe residue crystallizes out
  6. additionon adding ethyl acetate
  7. customto obtain the named product in a yield of 3.25 g, m.p.: 144° C. (from isopropanol)

Sources & evidence

ORD record
ord-80fc9663c14144a7925db6f4f07dcefd
Source dataset
uspto-grants-1993_06
Patent number
US05218117

Reaction notes

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