Ammonia → HCID 131718530, compound

HRID 1728460Notes

Reaction equation

HRID 1728460 reaction equation
[C:1]([O:11][C:12]([C:18]([O:21][C:22]([C:31](F)=[O:32])([C:27]([F:30])([F:29])[F:28])[C:23]([F:26])([F:25])[F:24])([F:20])[F:19])([C:14]([F:17])([F:16])[F:15])[F:13])([C:4]([C:7]([F:10])([F:9])[F:8])([F:6])[F:5])([F:3])[F:2].[NH3:34]>>[C:1]([O:11][C:12]([C:18]([O:21][C:22]([C:31]([NH2:34])=[O:32])([C:27]([F:30])([F:29])[F:28])[C:23]([F:26])([F:25])[F:24])([F:20])[F:19])([C:14]([F:17])([F:16])[F:15])[F:13])([C:4]([C:7]([F:10])([F:9])[F:8])([F:6])[F:5])([F:3])[F:2]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 131718529HCID 131718529, compound

Product 1

HCID 131718530HCID 131718530, compoundYield 86%

Procedure

The acid fluoride, C3F7OCF(CF3)CF2OC(CF3)2COF, (4.51 g, 8.20 mmol) was reacted with ammonia (18.88 mmol) in vacuo at -78° C. for 10 minutes, then at -23° C. for 3 hours. The volatiles were removed at room temperature by pumping and the involatile residue was treated with dry Freon 113 (20 ml) and filtered in an inert atmosphere enclosure. The filtrate, after Freon 113 removal, gave 3.82 g (86% yeild) of C3F7OCF(CF3)CF2OC(CF3)2CONH2 which was characterized by mass spectrometry. MS(70 eV) m/e (intensity, ion): 526 (2.1%, M-F), 360 (29.4%, M-C3F7O), 260 (7.0%, CF2OC(CF3)2CONH2), 194 (17.2%, C(CF3), 169 (25.7%, C3F7), 69 (48.4%, CF3), 44 (100%, CONH2), 169 (25.7%, C3F7), 69 (48.4%, CF3), 44 (100%, CONH2).

Workup

  1. customThe volatiles were removed at room temperature
  2. additionthe involatile residue was treated
  3. dry with materialwith dry Freon 113 (20 ml)
  4. filtrationfiltered in an inert atmosphere enclosure
  5. customThe filtrate, after Freon 113 removal

Sources & evidence

ORD record
ord-62bdd87fb2474409b98b5cfa1ec9964a
Source dataset
uspto-grants-1994_07
Patent number
US05326910

Reaction notes

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