Tripropylamine → HCID 18953430, compound

HRID 1491610Notes

Reaction equation

HRID 1491610 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4](=O)[NH:5][C:6]1[N:7]2[CH:12]=[N:13][C:14]=1[C:15]1[O:19][N:18]=[C:17]([CH:20]2[CH2:22][CH2:21]2)[N:16]=1.C(N(CCC)CCC)CC.P(Cl)(Cl)([Cl:36])=O>ClCCl>[Cl:36][C:4]1[C:3]2[C:8](=[CH:9][CH:10]=[CH:11][C:2]=2[Cl:1])[N:7]2[CH:12]=[N:13][C:14]([C:15]3[O:19][N:18]=[C:17]([CH:20]4[CH2:22][CH2:21]4)[N:16]=3)=[C:6]2[N:5]=1

Participants

5

Reactant 3

HCID 7616Tripropylamine2×HCID 24813Phosphorus oxychlorideHCID 136037596HCID 136037596, compound

Product 1

HCID 18953430HCID 18953430, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred mixture of 6-chloro-3-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)-4,5-dihydro-5-oxo-imidazo[1,5-a]quinazoline (1.0 g), tripropylamine (0.5 ml) and phosphorus oxychloride (5 ml) was heated at 140°-150° C. After 1 hour, more POCI3 (5 ml) and tripropylamine (0.5 ml) was added, and heating was continued for 11/2 hours. Then the warm mixture was poured into 200 ml of ice water with vigorous stirring. After 15 min. 100 ml of dichloromethane was added. Undissolved material was collected by filtration, rinsed with diethyl ether and dried to give the title compound as tan crystals, m.p. 238°-240° C. Yield 0.47 g.

Workup

  1. temperaturewas heated at 140°-150° C
  2. temperatureheating
  3. custom2 hours
  4. waitAfter 15 min
  5. filtrationUndissolved material was collected by filtration
  6. washrinsed with diethyl ether
  7. customdried

Sources & evidence

ORD record
ord-dd74514d70524056b01478239715579b
Source dataset
uspto-grants-1994_12
Patent number
US05371080

Reaction notes

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