Hydrochloric Acid → 6-Methyl-1,3-benzoxazole-2-thiol

HRID 30893

反応式

HRID 30893 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:9])=[CH:6][C:7]=1[OH:8].O(CC)[C:11]([S-])=[S:12].[K+].Cl>N1C=CC=CC=1>[CH3:9][C:5]1[CH:4]=[CH:3][C:2]2[NH:1][C:11](=[S:12])[O:8][C:7]=2[CH:6]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 760822-Amino-5-methylphenolHCID 2735045Potassium ethylxanthate

生成物 1

HCID 9635016-Methyl-1,3-benzoxazole-2-thiol

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Step 1 A mixture of 6-amino-m-cresol (593.7 mg, 4.82 mmol) and potassium O-ethyl xanthate (850 mg, 5.30 mmol) in pyridine (10 mL) was stirred and heated to reflux for 2 h. It was cooled to rt, poured into a mixture of ice-water (40 mL), and concentrated HCl (4 mL). The solid was collected, washed with water, and dried in the hood overnight and then in a vacuum oven at 45° C. for 3 h. The product 6-methyl-1,3-benzoxazole-2(3H)-thione was obtained as beige powder (735 mg, yield 92.3%). 1H NMR (300 MHz, DMSO-d6) δ 7.10 (s, 1H), 7.03 (d, 2H), 2.42 (s, 3H); LC-MS ret. time 2.37 min (method 2), m/z 166.0 (MH+).

後処理

  1. temperatureheated
  2. temperatureto reflux for 2 h
  3. customThe solid was collected
  4. washwashed with water
  5. customdried in the hood overnight

出典と根拠

ORDレコード
ord-c6f9766480144aaa9938e5f6d6eb0e29
出典データセット
uspto-grants-2008_09
特許番号
US07423156B2

関連ノート

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