Hydrochloric Acid → HCID 178484224, compound

HRID 424577Notes

Reaction equation

HRID 424577 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][S:8][C:7]2[CH:11]=[CH:12][C:13]([NH:15][C:16]([C:18]3[S:19][CH:20]=[CH:21][CH:22]=3)=[NH:17])=[CH:14][C:6]1=2.[ClH:23]>CO>[ClH:23].[ClH:23].[CH3:1][NH:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][S:8][C:7]2[CH:11]=[CH:12][C:13]([NH:15][C:16]([C:18]3[S:19][CH:20]=[CH:21][CH:22]=3)=[NH:17])=[CH:14][C:6]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178484223HCID 178484223, compound

Product 1

HCID 178484224HCID 178484224, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-(4-(2-(methylamino)ethyl)-3,4-dihydro-2H-benzo[b][1,4]thiazin-6-yl)thiophene-2-carboximidamide (158 mg, 0.475 mmol) in methanol (3 mL) was added hydrogen chloride (1M in diethyl ether; 1.426 mL, 1.426 mmol). The resulting mixture was concentrated in vacuo, giving a yellow solid (192 mg, 100%). 1H NMR (DMSO-d6) δ 11.47 (s, 1H), 9.76 (s, 1H), 9.31-9.19 (m, 2H), 8.74 (s, 1H), 8.20-8.11 (m, 2H), 7.39-7.33 (m, 1H), 7.11 (d, J=8.1 Hz, 1H), 7.04 (s, 1H), 6.62 (d, J=7.8 Hz, 1H), 3.71-3.61 (m, 4H), 3.18-3.04 (m, 4H), 2.58-2.52 (m, 3H); HRMS (C16H21N4S2, MH+, free base): calculated: 333.1202, observed: 333.1207. HPLC purity: 97% by area.

Workup

  1. concentrationThe resulting mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-c9ddd2ef0df94dabadf7cde2b6b69d89
Source dataset
uspto-grants-2012_01
Patent number
US08106043B2

Reaction notes

Loading…