Water → HCID 56984629, compound

HRID 248799Notes

Reaction equation

HRID 248799 reaction equation
[NH4+:1].[OH-].[Br-].[CH2:4]([N+:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:9]C=1)[CH:5]=[CH2:6].O>C(O)C>[CH2:6]([NH:1][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[S:9][S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH:7][CH2:4][CH:5]=[CH2:6])[CH:5]=[CH2:4]

Participants

5

Reactant 3

HCID 962WaterHCID 14923Ammonium HydroxideHCID 1777433-(Prop-2-en-1-yl)-1,3-benzothiazol-3-ium bromide

Product 1

HCID 56984629HCID 56984629, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

NH4OH (28° Be, 100 ml) was added to N-allylbenzothiazolium bromide (10 g, 0.04 mole) in ethanol (100 ml). The resulting solution was held four days at room temperature, then poured into cold water (500 ml) and extracted twice with ethyl ether (2×100 ml). The organic solution was dried over anhydrous Na2SO4, then evaporated to dryness. The oily residue was purified by column chromatography silica gel, eptane:CH2Cl2 1:1) to give the product (yield 5 g).

Workup

  1. extractionextracted twice with ethyl ether (2×100 ml)
  2. dry with materialThe organic solution was dried over anhydrous Na2SO4
  3. customevaporated to dryness
  4. customThe oily residue was purified by column chromatography silica gel, eptane

Sources & evidence

ORD record
ord-40e37ec4376f404bb40642f99371b6e8
Source dataset
uspto-grants-1993_05
Patent number
US05212056

Reaction notes

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