(Isothiocyanatomethyl)cyclopropane → HCID 178527186, compound

HRID 1066136Notes

Reaction equation

HRID 1066136 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[S:9]([NH2:12])(=[O:11])=[O:10].[CH:13]1([CH2:16][N:17]=[C:18]=S)[CH2:15][CH2:14]1>C(OCC)(=O)C>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]2[NH:1][C:18]([NH:17][CH2:16][CH:13]3[CH2:15][CH2:14]3)=[N:12][S:9](=[O:11])(=[O:10])[C:3]=2[CH:4]=1

Participants

4

Reactant 2

HCID 2795403(Isothiocyanatomethyl)cyclopropaneHCID 122955502-Amino-5-chlorobenzenesulphonamide

Product 1

HCID 178527186HCID 178527186, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared from 2-amino-5-chlorobenzenesulfonamide and cyclopropylmethyl isothiocyanate by a method analogous to the one described in Example 4; m.p. 288-290° C. (ethyl acetate); 1H-NMR (DMSO-d6): δ 0.20-0.54 (m, 4H, CH2CH2), 1.05 (m, 1H, CH), 3.10 (distorted t, 1H, NHCH2), 7.22 (d, 1H, ArH), 7.31 (br., 1H, NH), 7.55-7.69 (m, 2H, ArH), 10.7 (br.s, 1H, NH); MS: m/e 285/287 (M+); (C11H12N3Cl1O2S1) calc. C, 46.24; H, 4.23; N, 14.71; found C, 46.48; H, 4.32; N, 14.72.

Sources & evidence

ORD record
ord-062d728e252d40909e4394206c83e787
Source dataset
uspto-grants-2001_06
Patent number
US06242443B1

Reaction notes

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