Hydrogen Bromide → 3-Methyl-4-[(2-aminoethyl)thiomethyl]isothiazole hydrobromide

HRID 26870노트

반응식

HRID 26870 반응식
O[CH2:2][C:3]1[C:4]([CH3:8])=[N:5][S:6][CH:7]=1.Cl.[NH2:10][CH2:11][CH2:12][SH:13].[BrH:14]>>[BrH:14].[CH3:8][C:4]1[C:3]([CH2:2][S:13][CH2:12][CH2:11][NH2:10])=[CH:7][S:6][N:5]=1

참가 물질

4

반응물 3

HCID 260Hydrogen BromideHCID 9082Cysteamine HydrochlorideHCID 20550175(3-Methyl-1,2-thiazol-4-YL)methanol

생성물 1

HCID 205501323-Methyl-4-[(2-aminoethyl)thiomethyl]isothiazole hydrobromide

실험 절차

Reacting 4-hydroxymethyl-3-methylisothiazole (3.0 g.) with cysteamine hydrochloride (2.8 g.) in 48% aqueous hydrobromic acid (50 ml.) by the procedure of Example 1 gives 3-methyl-4-[(2-aminoethyl)thiomethyl]isothiazole hydrobromide. The base is obtained by basifying with aqueous potassium carbonate, extracting with chloroform, drying the extracts over magnesium sulphate and concentrating. Reacting the amine (5.0 g.) with methyl isothiocyanate (1.94 g.) in ethanol (25 ml.) under reflux for 30 minutes and purifying the product on a column of alumina with benzene as eluant gives N-methyl-N'-[2-(3-methyl-4-isothiazolylmethylthio)ethyl]thiourea. (Found: C, 40.8; H, 5.9; N, 16.1; S, 36.4. C9H15N3S3 requires: C, 41.3; H, 5.8; N, 16.1; S, 36.8).

출처 및 근거

ORD 기록
ord-46961948b49a47cd9dc289eac0bbaa17
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04151288

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