Chlorotrimethylsilane → HCID 2813353, compound

HRID 904565Notes

Reaction equation

HRID 904565 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][CH2:21][S:22][C:8]1=2.ClN1C(=O)CCC1=O>N1C=CC=CC=1>[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[CH:20]=[CH:21][S:22][C:8]1=2

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 31398ChlorosuccinimideHCID 12953046HCID 12953046, compound

Product 1

HCID 2813353HCID 2813353, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Chlorotrimethylsilane (2.35 ml, 0.018 mol) is added to a cooled (ice bath) solution of 3,10-dihydro-10-oxo-1H-pyrido[1,2-a]thieno[3,2-d]pyrimidine-7-carboxylic acid (4.5 g, 0.018 mol) in pyridine (35 ml) under nitrogen. The mixture is stirred at ice bath temperature for 1 hour and then allowed to warm at room temperature. N-chlorosuccinimide (2.44 g, 0.018 mol) is added and the mixture is heated at 95° C. for 20 minutes. The mixture is cooled, diluted with ice water (5 ml) and stirred for 15 minutes. The precipitate is filtered, washed with boiling acetone and dried to give the product (3.5 g.) mp 335° 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
  5. washwashed with boiling acetone
  6. customdried
  7. customto give the product (3.5 g.) mp 335° C. (dec)

Sources & evidence

ORD record
ord-0d11ab317d8344dea825339051502e36
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

Loading…