Furfurylamine → HCID 22283135, compound

HRID 2308480Notes

Reaction equation

HRID 2308480 reaction equation
C(O[C:6](=[O:19])[NH:7][C:8]1[S:9][C:10]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[C:11]=2[N:12]=1)(C)(C)C.[CH2:20]([NH2:26])C1OC=CC=1.[O:27]1[CH2:32][CH2:31]O[CH2:29][CH2:28]1>>[O:27]1[CH:32]=[CH:31][CH:29]=[C:28]1[N:26]([CH3:20])[C:6]([NH:7][C:8]1[S:9][C:10]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[C:11]=2[N:12]=1)=[O:19]

Participants

4

Reactant 3

HCID 3438FurfurylamineHCID 312751,4-DioxaneHCID 86584924HCID 86584924, compound

Product 1

HCID 22283135HCID 22283135, compoundYield 92%

Conditions

Temperature
100 °C

Procedure

To a solution of (4-Methoxy-benzothiazol-2-yl)-carbamic acid tert-butyl ester (80 mg, 0.29 mmol) in dioxane (2 ml) was addded furfurylamine (55 mg, 0.57 mmol) and the mixture heated to 100° C. for 20 h. The reaction mixture was then evaporated to dryness and the residue recrystallised from ether/nHexane to afford the title compound as a beige solid (80 mg, 92% yield), MS: m/e=303 (M+).

Workup

  1. customThe reaction mixture was then evaporated to dryness
  2. customthe residue recrystallised from ether/nHexane

Sources & evidence

ORD record
ord-dd7f311bd6204a02847510b660044db9
Source dataset
uspto-grants-2004_12
Patent number
US06835732B2

Reaction notes

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