Hydrochloric Acid → HCID 17981137, compound

HRID 860762Notes

Reaction equation

HRID 860762 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[C:9](#[N:17])[C:10]1[C:11](=[CH:13][CH:14]=[CH:15][CH:16]=1)[NH2:12].Cl>O>[Cl:1][C:2]1[N:7]=[C:6]([NH:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[C:9]#[N:17])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 729132-AminobenzonitrileHCID 775312,4-Dichloropyrimidine

Product 1

HCID 17981137HCID 17981137, compoundYield 111.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

2,4-Dichloropyrimidine (3 g, 0.02 mol), anthranilonitrile (2.38 g, 0.02 mol) and concentrated hydrochloric acid (cat. amount) were added to water (5 ml). The reaction mixture was warmed to 40° C. to dissolve the starting materials and the resulting solution was stirred at room temperature for 12 hours. The solid precipitate that had formed was collected filtration and dried in vacuo to yield a pale yellow solid (5.14 g). NMR: 6.78 (d, 1H), 7.39 (t, 1H), 7.61 (d, 1H), 7.71 (t, 1H), 7.85 (d, 1H), 8.20 (d, 1H), 10.22 (br s, 1H); MS (M+H)+: 231.1, 233.1.

Workup

  1. dissolutionto dissolve the starting materials
  2. customThe solid precipitate that had formed
  3. customwas collected
  4. filtrationfiltration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-5a11bc77288448b49c19b851f43ae448
Source dataset
uspto-grants-2006_12
Patent number
US07153964B2

Reaction notes

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