Chloroform → HCID 12462523, compound

HRID 1283440Notes

Reaction equation

HRID 1283440 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.O1CCCC1.[NH:16]1[CH2:21][CH2:20][CH2:19][NH:18][C:17]1=[O:22].C(Cl)(Cl)Cl>C(N(CC)CC)C>[C:4]1([S:7]([N:16]2[CH2:21][CH2:20][CH2:19][NH:18][C:17]2=[O:22])(=[O:9])=[O:8])[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

Participants

6

Reactant 4

HCID 6212ChloroformHCID 7369Benzenesulfonyl chlorideHCID 8028Tetrahydrofuran2×HCID 746152(1H)-Pyrimidinone, tetrahydro-

Product 1

HCID 12462523HCID 12462523, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

20.4 parts by weight of benzenesulfochloride in 20 parts by volume of tetrahydrofurane were added dropwise at 10°-15°C over the course of 15 minutes to a stirred mixture of 10 parts by weight of 1,3-diaza-cyclohexane-2-one, 80 parts by volume of tetrahydrofurane and 80 parts by volume of chloroform, followed by 10.1 parts by weight of triethylamine at the same temperature. The mixture was stirred at 10°-15°C for 30 minutes and then overnight at 50°C. Subsequently the mixture was evaporated to dryness; the residue was stirred with 100 parts by volume of water, filtered, stirred with water once more, filtered and washed with ethanol.

Workup

  1. customovernight
  2. customat 50°C
  3. customSubsequently the mixture was evaporated to dryness
  4. stirringthe residue was stirred with 100 parts by volume of water
  5. filtrationfiltered
  6. stirringstirred with water once more
  7. filtrationfiltered
  8. washwashed with ethanol

Sources & evidence

ORD record
ord-002dda1d2beb4edb8a5fa93e8ceb210a
Source dataset
uspto-grants-1976_08
Patent number
US03975375

Reaction notes

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