Ethanol hydrochloride → HCID 22458852, compound

HRID 2184939Notes

Reaction equation

HRID 2184939 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9](=[O:26])[NH:10][C:11]1[CH:12]=[CH:13][C:14]2[N:15]([CH2:24][CH3:25])[C:16]3[C:21]([C:22]=2[CH:23]=1)=[CH:20][CH:19]=[CH:18][CH:17]=3)(C)(C)C.Cl.C(O)C>>[NH2:7][CH2:8][C:9]([NH:10][C:11]1[CH:12]=[CH:13][C:14]2[N:15]([CH2:24][CH3:25])[C:16]3[C:21]([C:22]=2[CH:23]=1)=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:26]

Participants

3

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 60596107HCID 60596107, compound

Product 1

HCID 22458852HCID 22458852, compoundYield 93%

Procedure

The [(9-ethyl-9H-carbazol-3-ylcarbamoyl)-methyl]-carbamic acid tert-butyl ester (9.1 g, 25 mmol) was stirred for 1 hour in 1:1 concentrated aqueous HCl/ethanol to give a gray solid that was concentrated under reduced pressure. The residue was then extracted from saturated aqueous Na2CO3 with CH2Cl2, the combined organic layers were dried (Na2SO4) and then concentrated under reduced pressure to afford 2-amino-N-(9-ethyl-9H-carbazol-3-yl)-acetamide (6.1 g, 93%) as an off-white solid. MS m/z @ 268 (M+1).

Workup

  1. customto give a gray solid that
  2. concentrationwas concentrated under reduced pressure
  3. extractionThe residue was then extracted from saturated aqueous Na2CO3 with CH2Cl2
  4. dry with materialthe combined organic layers were dried (Na2SO4)
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8bfa38575103451aae663d376815e327
Source dataset
uspto-grants-2002_06
Patent number
US06399631B1

Reaction notes

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