Hydrochloric Acid → HCID 178464392, compound

HRID 424560Notes

Reaction equation

HRID 424560 reaction equation
[CH2:1]([NH:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][S:9][C:8]2[CH:12]=[CH:13][C:14]([NH:16][C:17]([C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)=[NH:18])=[CH:15][C:7]1=2)[CH3:2].[ClH:24]>CO>[ClH:24].[ClH:24].[CH2:1]([NH:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][S:9][C:8]2[CH:12]=[CH:13][C:14]([NH:16][C:17]([C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)=[NH:18])=[CH:15][C:7]1=2)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178464391HCID 178464391, compound

Product 1

HCID 178464392HCID 178464392, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-(4-(2-(ethylamino)ethyl)-3,4-dihydro-2H-benzo[b][1,4]thiazin-6-yl)thiophene-2-carboximidamide (131 mg, 0.378 mmol) in methanol (2 mL) was added hydrogen chloride (1M in diethyl ether; 1.134 mL, 1.134 mmol). The resulting mixture was concentrated in vacuo, giving an orange solid, (159 mg, 100%). 1H NMR (DMSO-d6) δ 11.43 (s, 1H), 9.72 (s, 1H), 9.22 (brs, 2H), 8.73 (s, 1H), 8.18-8.12 (m, 2H), 7.38-7.34 (m, 1H), 7.14-7.05 (m, 2H), 6.64-6.60 (m, 1H), 3.70-3.61 (m, 4H), 3.16-3.02 (m, 4H), 2.99-2.88 (m, 2H), 1.21 (t, J=7.2 Hz, 3H); HRMS (C17H23N4S2, MH+, free base): calculated: 347.1358, observed: 347.1346. HPLC purity: 97% by area.

Workup

  1. concentrationThe resulting mixture was concentrated in vacuo
  2. customgiving an orange solid, (159 mg, 100%)

Sources & evidence

ORD record
ord-ce8716530b4746e3b6c6106b8bab5a2e
Source dataset
uspto-grants-2012_01
Patent number
US08106043B2

Reaction notes

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