Chlorotrimethylsilane → HCID 12826337, compound

HRID 1155907Notes

Reaction equation

HRID 1155907 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-d535c5e52c9643d69343957d5ba1a8ec
Source dataset
uspto-grants-1982_06
Patent number
US04332947

Reaction notes

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