Sulfuric Acid → A 643C

HRID 1277492Notes

Reaction equation

HRID 1277492 reaction equation
Cl.[NH2:2][CH2:3][C:4]#[N:5].[CH3:6][C:7](O)([CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH3:8].S(=O)(=O)(O)[OH:16]>C(O)(=O)C>[NH2:5][CH2:4][C:3]([NH:2][C:7]([CH3:8])([CH3:6])[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:16]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 122422-Methyl-2-heptanolHCID 11491918Aminoacetonitrile hydrochloride

Product 1

HCID 128299A 643C

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of aminoacetonitrile hydrochloride (9.25 g, 0.1 mol) and 2-methylheptan-2-ol (13.0 g, 0.1 mol) in acetic acid (60 ml) was treated with concentrated sulphuric acid (12 ml) with the temperature held at 25°-30° C. After stirring for 2 hours the mixture was pouredinto ice-water (300 ml) and washed with ether (2×200 ml). The aqueousphase was basified with 10 N sodium hydroxide solution, extracted with ether (3×200 ml) and the combined extracts were dried over magnesiumsulphate then evaporated to give 2-amino-N-(1,1-dimethylhexyl)acetamide.

Workup

  1. customheld at 25°-30° C
  2. washwashed with ether (2×200 ml)
  3. extractionextracted with ether (3×200 ml)
  4. dry with materialthe combined extracts were dried over magnesiumsulphate
  5. customthen evaporated

Sources & evidence

ORD record
ord-d1fbfb2fadf74d8aa69fd6d6bb65dff5
Source dataset
uspto-grants-1981_07
Patent number
US04277498

Reaction notes

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