Acetic Acid → Urea, (1,2,3,4-tetrahydro-4-oxo-1-naphthalenyl)-

HRID 372279Notes

Reaction equation

HRID 372279 reaction equation
[CH:1]1([NH:11][C:12]([NH2:14])=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.C(O)(=[O:17])C>O>[O:17]=[C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]([NH:11][C:12]([NH2:14])=[O:13])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 13037020(1,2,3,4-Tetrahydronaphthalen-1-yl)urea

Product 1

HCID 3628438Urea, (1,2,3,4-tetrahydro-4-oxo-1-naphthalenyl)-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 0.5 g of 1,2,3,4-tetrahydro-1-naphthylurea in 50 ml of 50% aqueous acetic acid is cooled to below 5° C and 6.0 g of ceric ammonium nitrate added. After 5 minutes the mixture is diluted with water and extracted with 3 × 5 ml of ethyl acetate. The extracts are combined and evaporated to dryness to afford the crude title product.

Workup

  1. extractionextracted with 3 × 5 ml of ethyl acetate
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-2c16698c00344675b87238a2ac4a8c61
Source dataset
uspto-grants-1978_05
Patent number
US04089976

Reaction notes

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