Hydrochloric Acid → HCID 18944276, compound

HRID 1722417Notes

Reaction equation

HRID 1722417 reaction equation
[N:1]([O-])=O.[Na+].[NH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]#[N:14])=[CH:8][CH:7]=1.[ClH:15]>O>[ClH:15].[NH:5]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]#[N:14])=[CH:8][CH:7]=1)[NH2:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 770004-AminophenylacetonitrileHCID 23668193Sodium Nitrite

Product 1

HCID 18944276HCID 18944276, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of sodium nitrite (4.0 g) in water (34 ml) was added dropwise at -5° to -2° to a suspension of 4-aminobenzeneacetonitrile (7.6 g) in concentrated hydrochloric acid (80 ml), and stirring was continued at -2° for 20 min. The mixture was filtered and the filtrate added dropwise at 0° to 5° to a solution of tin (II) chloride dihydrate (65 g) in concentrated hydrochloric acid (130 ml). The mixture was allowed to warm to room temperature overnight (17 h), and the precipitate was filtered off, washed with concentrated hydrochloric acid, cold absolute ethanol, and dry ER, and dried to give the title salt as a powder (6.05 g). m.p. 207°-210° (foams).

Workup

  1. filtrationThe mixture was filtered
  2. additionthe filtrate added dropwise at 0° to 5° to a solution of tin (II) chloride dihydrate (65 g) in concentrated hydrochloric acid (130 ml)
  3. filtrationthe precipitate was filtered off
  4. washwashed with concentrated hydrochloric acid, cold absolute ethanol
  5. customdry ER
  6. customdried

Sources & evidence

ORD record
ord-350eefb557664b38ba1baeed2e322419
Source dataset
uspto-grants-1989_08
Patent number
US04855314

Reaction notes

Loading…