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KlementineJBS / USYD_PhD_ELN

This repository forms the electronic laboratory notebook (ELN)for Klementine Burrell-Sander's PhD's
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2023_BG_11A_1 - Thiourea formation on 2-amino-4-methylpyridine (4 g scale) #80

Closed KlementineJBS closed 11 months ago

KlementineJBS commented 1 year ago

Reaction scheme

2023_BG_11A scheme

Outcome

8.9502 g (33.0 mmol, 89%)

KlementineJBS commented 1 year ago

22.05.23

  1. Dissolved KSCN (4.32 g, 44.4 mmol) in acetone (150 mL)
  2. Added benzoyl chloride (4.7 mL, 40.7 mmol)
  3. Stirred at 60 C for 40 minutes
  4. Added 2-amino-4-methylpyridine (4.00 g)
  5. Stirred at 60 C for 1 hr until TLC indicated completion

Usual workup - see Step 1.

Beaker: 34.1564 Full beaker: 43.1066 Mass: 8.9502 g (33.0 mmol, 89%)

KlementineJBS commented 1 year ago

H NMR

2023_BG_11A_1.pdf 2023_BG_11A_1_1.zip

KlementineJBS commented 1 year ago

LRMS

Peaks at 272.14 [M+H]+, 294.15 [M+Na]+ and 564.96 [2M+Na]- confirm presence of product.

2023_BG_11A_100000.d.zip 2023_BG_11A_1.pdf

KlementineJBS commented 11 months ago

500 MHz NMR

1H NMR (500 MHz, DMSO-d6) δ 13.25 (s, 1H), 11.69 (s, 1H), 8.66 (s, 1H), 8.30 (d, J = 5.1 Hz, 1H), 8.03 – 7.97 (m, 2H), 7.72 – 7.65 (m, 1H), 7.59 (d, J = 7.5 Hz, 2H), 7.12 (s, 1H), 2.38 (s, 3H).

2023_BG_11A 500 MHz.pdf 230709_11A_1.zip 230709_11A_2.zip