Ammonium thiocyanate → Methyl 3-Bromo-3-Thiocyanoacrylate

HRID 128565

반응식

HRID 128565 반응식
[S-:1][C:2]#[N:3].[NH4+].[Br:5][C:6]#[C:7][C:8]([O:10][CH3:11])=[O:9]>S(=O)(=O)(O)O>[Br:5][C:6]([S:1][C:2]#[N:3])=[CH:7][C:8]([O:10][CH3:11])=[O:9]

참가 물질

4

반응물 2

HCID 15666Ammonium thiocyanateHCID 294619Methyl 3-bromoprop-2-ynoate

생성물 1

HCID 54348499Methyl 3-Bromo-3-Thiocyanoacrylate

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

To a stirred solution of ammonium thiocyanate (3.06 g., 0.04 mole) in 2M aqueous sulfuric acid (20 ml) at 0° C., methyl 3-bromopropiolate (3.26 g., 0.02 mole) was added dropwise, neat, over 5 minutes. After keeping the temperature at 0° C. for 1 hour, the mixture, consisting of a solid precipitate in the aqueous solution, was extracted with ether which was washed with water, dried (MgSO4), and concentrated. The residual solid was suspended in hexane and removed by filtration, yielding 2.4 g. of product. The solid recrystallized from ethanol as yellowish microcrystals; mp 139°-142.5° C.; IR (KBr) 2170, 1680 cm-1.

후처리

  1. customat 0° C.
  2. customfor 1 hour
  3. extractionwas extracted with ether which
  4. washwas washed with water
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customremoved by filtration
  8. customyielding 2.4 g
  9. customThe solid recrystallized from ethanol as yellowish microcrystals

출처 및 근거

ORD 기록
ord-ea6c9949fb164a7596e52014184b1aec
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05464832

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