Dodecanoyl chloride → HCID 20070874, compound

HRID 981782Notes

Reaction equation

Cl.[NH2:2][CH2:3][C:4]1[CH:8]=[CH:7][S:6][CH:5]=1.C(N(CC)CC)C.[C:16](Cl)(=[O:28])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>>[S:6]1[CH:7]=[CH:8][C:4]([CH2:3][NH:2][C:16](=[O:28])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[CH:5]1

Participants

Reactant 3

HCID 8166Dodecanoyl chloride

HCID 8471Triethylamine

HCID 16956077Thiophen-3-ylmethyl-ammonium chloride

Product 1

HCID 20070874HCID 20070874, compoundYield 93.1%

Procedure

Using the same reaction conditions as those of Example 4, 3-(aminomethyl)thiophene hydrochloride (4 mmol), triethylamine (4.4 mmol) and dodecanoyl chloride (4.0 mmol) were reacted to give N-(3-thienylmethyl)dodecanamide (1.1 g, 92%) M.p. 83°-84° C. (Found: C, 68.9; H, 10.2; N, 4.8; S, 10.8. Calculated for C17H29NOS: C, 69.1; H, 9.8; N, 4.7; S, 10.9%); EI m/e Intensity (%): 295 (18, M+), 97 (46, C4H3S.CH2+); δH(CDCl3) 7.01-7.30 (3H, m), 5.80 (1H, br,s), 4.46 (2H, d), 2.20 (2H, t), 1.80 (2H, m), 1.25 (16H, m), 0.87 (3H, t);

Workup

customwere reacted

Sources & evidence

ORD record: ord-b1e9db67ded04a99801921c60f9bc584
Source dataset: uspto-grants-1991_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04992559

Reaction notes

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