Comments (4)
- Dissolved KSCN (941 mg, 9.6 mmol) in acetone (30 mL)
- Added benzoyl chloride (1 mL, 8.8 mmol)
- Stirred at 60 C for 2 hrs
- Added aniline (987 mg, 8 mmol)
- Stirred at 60 C for 1 hr
TLC indicated completion.
Work up as usual - see step 1.
Vial: 15.4378
Full vial: 17.6088
Mass: 2.171 g (7.56 mmol, 94%)
from usyd_phd_eln.
H NMR
1H NMR (300 MHz, DMSO) δ 13.18 (s, 1H), 11.66 (s, 1H), 8.64 (d, J = 9.1 Hz, 1H), 8.18 (d, J = 3.0 Hz, 1H), 8.00 (dt, J = 7.1, 1.3 Hz, 2H), 7.74 – 7.65 (t, 1H), 7.62 – 7.50 (m, 3H), 3.88 (s, 3H).
2023_BG_8A_1_1.zip
2023_BG_8A_1.pdf
from usyd_phd_eln.
LRMS
Peak at 310.10 [M+Na]+ confirms product is present.
2023_BG_8A.d.zip
2023_BG_8A_1.pdf
from usyd_phd_eln.
500 MHz NMR
1H NMR (500 MHz, DMSO-d6) δ 13.18 (s, 1H), 11.65 (s, 1H), 8.65 (d, J = 8.8 Hz, 1H), 8.18 (d, J = 3.0 Hz, 1H), 8.03 – 7.96 (m, 2H), 7.72 – 7.65 (m, 1H), 7.63 – 7.51 (m, 3H), 3.87 (s, 3H).
13C NMR (126 MHz, DMSO) δ 177.37, 168.64, 153.55, 144.16, 135.38, 133.16, 132.07, 128.73, 128.41, 128.16, 127.43, 122.27, 117.00, 55.92.
230709_BG8A_1 (2).zip
230709_BG8A_2 (1).zip
2023_BG_8A 500 MHz.pdf
from usyd_phd_eln.
Related Issues (20)
- KBS44-2 - Nosyl deprotection of KBS49 HOT 12
- KBS50-2 - Nosyl protection of bis(3-aminopropyl)amine HOT 9
- KBS53-1 - Nosyl deprotection of KBS48 HOT 13
- KBS52-1 - Nosyl deprotection of KBS51 HOT 7
- KBS51-1 - Mitsunobu reaction with KBS28 and KBS50 HOT 10
- KBS53-2 - Nosyl deprotection of KBS48 HOT 11
- KBS48 (pooled) - purification HOT 3
- KBS52-2 - Nosyl deprotection of KBS51 HOT 2
- KBS51-2 - Mitsunobu reaction with KBS28 and KBS50 HOT 5
- KBS22-2 - Linear click coupling of bis-propargyl diaminohexane and azidoadamantane HOT 6
- Carlota's compounds - for purification HOT 2
- KBS22-3 - Linear click coupling of bis-propargyl diaminohexane and azidoadamantane HOT 8
- KBS52-3 - Nosyl deprotection of KBS51 HOT 16
- 2024_BG_A_1 - Formation of benzoyl thioureas HOT 2
- 2024_BG_B_1 - Hydrolysis of benzoyl thioureas HOT 2
- SAR - for future aminothiazoles
- 2024_BG_C - characterisation of final compounds HOT 6
- 2023_BG_12C
- more samples HOT 4
- KBS13-1 HOT 1
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