Dichloromethane → HCID 18707173, compound

HRID 1421951Notes

Reaction equation

HRID 1421951 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:23]=[CH:24][C:25]=1[O:26][CH3:27])[C:6]([NH:8][CH2:9][C:10]([C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17](=[O:22])[CH2:16][CH2:15]2)=O)=O.COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:37]2)=CC=1.ClCCl>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:6]2[S:37][C:10]([C:12]3[CH:13]=[C:14]4[C:19](=[CH:20][CH:21]=3)[NH:18][C:17](=[O:22])[CH2:16][CH2:15]4)=[CH:9][N:8]=2)[CH:23]=[CH:24][C:25]=1[O:26][CH3:27]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 87949Lawesson's reagentHCID 10384389HCID 10384389, compound

Product 1

HCID 18707173HCID 18707173, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
200 °C

Procedure

There were mixed, each in a powdery state, 500 mg of 6-[2-(3,4-dimethoxybenzoylamino)acetyl]-3,4-dihydrocarbostyril and 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (Lawesson's reagent). The mixture was stirred at 200° C. with heating. After 3 hours, the reaction was completed. The residue was subjected to silica gel column chromatography (dichloromethane:methanol=49:1 by v/v). A solid obtained from the eluate was recrystallized from ethanol to obtain 98 mg of 2-(3,4-dimethoxyphenyl)-5-(3,4-dihydrocarbostyril-6-yl)thiazole as a white powder.

Workup

  1. additionThere were mixed
  2. temperaturewith heating
  3. customA solid obtained from the eluate
  4. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-264e166599694f5c92d2e078f9ed9e55
Source dataset
uspto-grants-2000_06
Patent number
US06080764

Reaction notes

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