Hydrochloric Acid → 2-(5-Bromothiophen-2-yl)ethan-1-amine--hydrogen chloride (1/1)

HRID 2412658Notes

Reaction equation

HRID 2412658 reaction equation
[Br:1][C:2]1[S:6][C:5]([CH2:7][CH2:8][NH:9]P(=O)(OCC)OCC)=[CH:4][CH:3]=1.C(OC(C)C)(C)C.[ClH:25].P(N)(=O)([O-])[O-]>>[ClH:25].[Br:1][C:2]1[S:6][C:5]([CH2:7][CH2:8][NH2:9])=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 211207Phosphoramidic acid, ion(2-)HCID 13740538diethyl N-[2-(5-bromothien-2-yl)-ethyl]-phosphoramidate

Product 1

HCID 131315592-(5-Bromothiophen-2-yl)ethan-1-amine--hydrogen chloride (1/1)Yield 60%

Procedure

A solution containing 3.42 g. (0.01 mol) diethyl N-[2-(5-bromothien-2-yl)-ethyl]-phosphoramidate in 50 ml. diisopropyl ether saturated with hydrogen chloride is stirred overnight at ambient temperature. The crystals formed are filtered off and washed with diisopropyl ether. After drying, there is obtained 1.45 g. (yield: 60%, referred to the phosphoramidate used) of the desired product in the form of silverygrey flakes; m.p. 220° C. (decomposition)

Workup

  1. additionA solution containing 3.42 g
  2. customThe crystals formed
  3. filtrationare filtered off
  4. washwashed with diisopropyl ether
  5. customAfter drying
  6. customthere is obtained 1.45 g

Sources & evidence

ORD record
ord-27c98e0b85574fae9430a1f6c1868a03
Source dataset
uspto-grants-1985_01
Patent number
US04493931

Reaction notes

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