Butylamine → HCID 178448875, compound

HRID 929399Notes

Reaction equation

HRID 929399 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([NH2:11])[N:3]=1.[CH2:12]([NH2:16])[CH2:13][CH2:14][CH3:15]>O>[NH2:11][C:4]1[N:3]=[C:2]([NH:16][CH2:12][CH2:13][CH2:14][CH3:15])[N:10]=[C:9]2[C:5]=1[N:6]=[CH:7][NH:8]2

Participants

4

Reactant 2

HCID 8007ButylamineHCID 949042-Chloroadenine

Product 1

HCID 178448875HCID 178448875, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Chloroadenine (10.0 g, 59 mmol), butylamine (43 mL, 589 mmol) and water (40 mL) were placed in an autoclave (250 mL), and the content of the autoclave was allowed to react at 180° C. for 18 h. The reaction solution was concentrated under reduced pressure, and water was poured into the residue to precipitate a solid. The precipitated solid was sequentially washed with water, EtOH and acetone. Thus, 10.39 g of the title compound was obtained as a yellowish orange powdery solid (yield: 86%). Intermediate 1 was characterized by the following spectroscopic data: 1H NMR (DMSO-d6, 300 MHz): 11.92 (br. S, 1H), 7.63 (s, 1H), 6.51 (br. s, 2H), 6.04 (s, 1H), 3.19 (q, 2H), 1.51 (m, 2H), 1.33 (m, 2H), 0.92 (t, 3H).

Workup

  1. customto react at 180° C. for 18 h
  2. concentrationThe reaction solution was concentrated under reduced pressure, and water
  3. additionwas poured into the residue
  4. customto precipitate a solid
  5. washThe precipitated solid was sequentially washed with water, EtOH and acetone

Sources & evidence

ORD record
ord-14f44e71a9804adcbe9e16818d4f0520
Source dataset
uspto-grants-2016_03
Patent number
US09295732B2

Reaction notes

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