Acetic Acid → 1-Methyl-1,5-dihydro-imidazo[4,5-c]pyridine-4-thione

HRID 362564

反応式

HRID 362564 の反応式
Cl[C:2]1[C:7]2[N:8]=[CH:9][N:10]([CH3:11])[C:6]=2[CH:5]=[CH:4][N:3]=1.O.[SH2:13].[Na].O.C(O)(=O)C>CN(C)C=O>[CH3:11][N:10]1[C:6]2[CH:5]=[CH:4][NH:3][C:2](=[S:13])[C:7]=2[N:8]=[CH:9]1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 962WaterHCID 9487924-chloro-1-methyl-1H-imidazo(4,5-c)pyridineHCID 53442613Sodium hydrogen sulfide hydrate

生成物 1

HCID 193535981-Methyl-1,5-dihydro-imidazo[4,5-c]pyridine-4-thione収率 95%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
5 °C

実験手順

4.00 g (23.9 mmol) of 4-chloro-1-methyl-1H-imidazo[4,5-c]pyridine in 27 ml of dimethylformamide were stirred at 115° C. for 18 hours with 8.10 g (95.6 mmol) of sodium hydrogen sulphide hydrate. After cooling the mixture was treated with 110 ml of water, adjusted to pH 4 with acetic acid and stirred at 5° C. while cooling with ice for 15 min. The precipitate was filtered off and washed with water. After drying there were obtained 3.73 g (95%) of 1-methyl-1,5-dihydro-imidazo[4,5-c]pyridine-4-thione as white crystals with m.p. >300° C.

後処理

  1. temperatureAfter cooling the mixture
  2. temperaturewhile cooling with ice for 15 min
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. customAfter drying there

出典と根拠

ORDレコード
ord-505a70ca758b4c6cae28240203f97f47
出典データセット
uspto-grants-1999_02
特許番号
US05869500

関連ノート

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