Sodium Chloride → HCID 19697533, compound

HRID 863246Notes

Reaction equation

HRID 863246 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][NH:8][CH2:7]1.C(N(CC)CC)C.[Cl-].[Na+]>C(Cl)Cl>[CH3:1][S:2]([N:8]1[CH2:9][C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[NH:6][CH2:7]1)(=[O:4])=[O:3]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 5246559HCID 5246559, compound

Product 1

HCID 19697533HCID 19697533, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.17 ml of methanesulfonyl chloride is added to a mixture of 300 mg of 1,2,3,4-tetrahydroquinazoline (prepared by the method described by R. F. Smith et al. in J.Heterocycl. Chem.2 (1965)) and 0.47 ml of triethylamine in 14 ml of methylene chloride at 0° C., while stirring. After 5 min, saturated sodium chloride solution is added, the mixture is subsequently stirred briefly and, after drying over sodium sulfate, the organic phase is concentrated. Purification of the crude product by means of FC over 30 g of silica gel (mobile phase P) gives 3-methylsulfonyl-1,2,3,4-tetrahydroquinazoline: Rf (K)=0.65; IR(KBr): 3360(m), 1600(m), 1500(m), 1320(s), 1145(s), 770(s).

Workup

  1. customprepared by the method
  2. dry with materialafter drying over sodium sulfate
  3. concentrationthe organic phase is concentrated
  4. customPurification of the crude product by means of FC over 30 g of silica gel (mobile phase P)

Sources & evidence

ORD record
ord-9943e10a24e5479ca50ee77ad3da7cc1
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

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