Ammonia → HCID 21994572, compound

HRID 1197440Notes

Reaction equation

HRID 1197440 reaction equation
Cl[C:2]1[C:3]2[N:4]([CH:12]=[N:13][C:14]=2[C:15]2[N:19]=[C:18]([CH:20]3[CH2:22][CH2:21]3)[O:17][N:16]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.C(Cl)Cl.[NH3:26]>C(O)C>[NH2:26][C:2]1[C:3]2[N:4]([CH:12]=[N:13][C:14]=2[C:15]2[N:19]=[C:18]([CH:20]3[CH2:22][CH2:21]3)[O:17][N:16]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

Participants

5

Reactant 3

HCID 222AmmoniaHCID 6344DichloromethaneHCID 19106540HCID 19106540, compound

Product 1

HCID 21994572HCID 21994572, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred solution of 4-chloro-3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-imidazo[1,5-a]quinoxaline (0.15 g) in 10 ml of a 1:1 mixture of CH2Cl2 and ethanol was saturated with ammonia. The reaction was monitored by t.l.c. (silica gel/CH2Cl2 -acetone 4:1) and ammonia was bubbled through the solution in between. When the reaction was completed, the solvent was evaporated in vacuo and the residue was triturated with 10 ml of water. The precipitate was filtered off, rinsed with water and dried to give 0.12 g of the title compound as white needles, m.p. 305°-310° C. (Compound 3).

Workup

  1. custom(silica gel/CH2Cl2 -acetone 4:1) and ammonia was bubbled through the solution in between
  2. customthe solvent was evaporated in vacuo
  3. customthe residue was triturated with 10 ml of water
  4. filtrationThe precipitate was filtered off
  5. washrinsed with water
  6. customdried

Sources & evidence

ORD record
ord-456e1f1631fe479987609a7c2d7f086c
Source dataset
uspto-grants-1994_01
Patent number
US05276028

Reaction notes

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