Hydroxyamine hydrochloride → HCID 178426520, compound

HRID 1199901Notes

Reaction equation

HRID 1199901 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]=[C:12](SC)[NH:13][C:14]1[N:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[N:15]=1)(=[O:10])=[O:9].Cl.[NH2:25][OH:26].C([O-])(=O)C.[Na+]>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH:11][C:12]([NH:13][C:14]1[N:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[N:15]=1)=[N:25][OH:26])(=[O:10])=[O:9]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 54444867HCID 54444867, compound

Product 1

HCID 178426520HCID 178426520, compoundYield 62.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 0.5 g of methyl N'-(2-chlorophenylsulfonyl)-N-(4,6-dimethylpyrimdin-2-yl)carbamimidothioate in 10 ml of tetrahydrofuran was added 0.3 g of hydroxylamine hydrochloride and 0.3 g of sodium acetate. The mixture was stirred at room temperature for 2 hours, whereupon the product was precipitated with ice-water, filtered, washed with water, and dried by suction to afford 0.3 g of the title compound, m.p. 165°-167°. NMR(CDCl3 /DMSO-d6) δ2.6 (s, 6), 6.8 (s, 1), 7.4 (m, 3), 8.2 (m, 1), 10.2 (br, 1), 12.0 (br, 1). m/e: 355 (M+).

Workup

  1. customwas precipitated with ice-water
  2. filtrationfiltered
  3. washwashed with water
  4. customdried by suction

Sources & evidence

ORD record
ord-f94b24af59f64808abf2587ae077c38e
Source dataset
uspto-grants-1990_02
Patent number
US04904299

Reaction notes

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