Chlorotrimethylsilane → HCID 12826337, compound

HRID 904559Notes

Reaction equation

HRID 904559 reaction equation
Cl[Si](C)(C)C.[O:6]=[C:7]1[N:12]2[CH:13]=[C:14]([C:17]([OH:19])=[O:18])[CH:15]=[CH:16][C:11]2=[N:10][C:9]2[CH2:20][S:21][CH2:22][C:8]1=2.[Cl:23]N1C(=O)CCC1=O>N1C=CC=CC=1.O>[Cl:23][C:20]1[S:21][CH:22]=[C:8]2[C:7](=[O:6])[N:12]3[CH:13]=[C:14]([C:17]([OH:19])=[O:18])[CH:15]=[CH:16][C:11]3=[N:10][C:9]=12

Participants

6

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 31398ChlorosuccinimideHCID 12953042HCID 12953042, compound

Product 1

HCID 12826337HCID 12826337, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

Chlorotrimethylsilane (0.4 ml, 0.03 mol) is added to a cooled (ice bath) solution of 3,10-dihydro-10-oxo-1H-pyrido[1,2-a]thieno[3,4-d]pyrimidine-7-carboxylic acid (0.75 g., 0.03 mol) in pyridine (5 ml) under nitrogen. The mixture is stirred at ice bath temperature for one hour and then allowed to warm to room temperature. N-Chlorosuccinimide (0.8 g., 0.06 mol) is added and the mixture is heated at 95° C. for 20 minutes. The mixture is cooled, diluted with water (3 ml) and stirred for 15 minutes. The precipitate is filtered off, dried and recrystallized from ethanol to give the product (0.5 g.), mp 285° C. (dec).

Workup

  1. temperaturethe mixture is heated at 95° C. for 20 minutes
  2. temperatureThe mixture is cooled
  3. stirringstirred for 15 minutes
  4. filtrationThe precipitate is filtered off
  5. customdried
  6. customrecrystallized from ethanol
  7. customto give the product (0.5 g.), mp 285° C. (dec)

Sources & evidence

ORD record
ord-d4bd147528b44f11a2f4fe39571d57ee
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

Loading…