Sodium Hydroxide → 1-(1-Methylpyrrolidin-2-ylidene)-3-(p-nitrophenyl)urea

HRID 2071491ノート

反応式

HRID 2071491 の反応式
Cl.[CH3:2][N:3]1[CH2:7][CH2:6][CH2:5][C:4]1=[NH:8].[OH-].[Na+].[N+:11]([C:14]1[CH:19]=[CH:18][C:17]([N:20]=[C:21]=[O:22])=[CH:16][CH:15]=1)([O-:13])=[O:12].[N-]=C=O>C1C=CC=CC=1.O>[CH3:2][N:3]1[CH2:7][CH2:6][CH2:5][C:4]1=[N:8][C:21]([NH:20][C:17]1[CH:16]=[CH:15][C:14]([N+:11]([O-:13])=[O:12])=[CH:19][CH:18]=1)=[O:22]

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 66012Benzene, 1-isocyanato-4-nitro-HCID 105034IsocyanateHCID 124489671-Methylpyrrolidin-2-imine hydrochloride

生成物 1

HCID 30393631-(1-Methylpyrrolidin-2-ylidene)-3-(p-nitrophenyl)urea

試薬・触媒・溶媒 2

HCID 241Benzene溶媒2 回HCID 962Water溶媒

実験手順

To a suspension of 6.73 g. (0.05 mole) of 1-methyl-2-iminopyrrolidine hydrochloride in 100 ml. of benzene is added 2 ml. of water followed by 5 ml. of 50% NaOH. After stirring for 5 min., the benzene layer is decanted onto excess anhydrous potassium carbonate. The process is repeated twice with 75 ml. portions of fresh benzene. The combined extracts are filtered rapidly from drying agent (dicalite pad and suction). To the filtrate is added in one portion with stirring 8.21 g. (0.05 mole) of p-nitrophenylisocyanate as a solution in benzene (the isocyanate solution is filtered prior to use). After stirring one hour, the solid, 1-(1-methyl-2-pyrrolidylidene)-3-p-nitrophenylurea, is collected and dried, m.p. = 180°-182° C. Recrystallization from acetone-methanol gives pure product, m.p. = 182°-183° C.

後処理

  1. additionTo a suspension of 6.73 g
  2. customthe benzene layer is decanted onto excess anhydrous potassium carbonate
  3. filtrationThe combined extracts are filtered rapidly
  4. dry with materialfrom drying agent (dicalite pad and suction)
  5. additionTo the filtrate is added in one portion
  6. stirringwith stirring 8.21 g
  7. stirringAfter stirring one hour
  8. customthe solid, 1-(1-methyl-2-pyrrolidylidene)-3-p-nitrophenylurea, is collected
  9. customdried
  10. customRecrystallization from acetone-methanol
  11. customgives pure product, m.p. = 182°-183° C.

出典と根拠

ORDレコード
ord-deed00d637dc4166b38f8ea4a7994f7f
出典データセット
uspto-grants-1977_09
特許番号
US04046909

反応ノート

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